subject:(nucleophilic addition)

1. Flanders, Phillip M. Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways.

Degree: 2014, Johns Hopkins University

URL: http://jhir.library.jhu.edu/handle/1774.2/37877

► Laboratory studies of reactions between model compounds yield valuable insights into complex reaction chemistries that would be difficult if not impossible to observe directly in… (more)

▼ Laboratory studies of reactions between model compounds yield valuable insights into complex reaction chemistries that would be difficult if not impossible to observe directly in environmental media. We used model compounds to investigate two types of reaction pathways: adduct formation and permanganate oxidation of alkenes. First, we mimicked covalent bond forming reactions between nucleophilic contaminants and electrophilic sites within natural organic matter (NOM) or naturally occurring electrophilic toxicants. Initial studies modeled adduct formation at electrophilic NOM sites by reacting the model electrophiles p-benzoquinone and patulin with a suite of model nucleophiles. Further studies used MnO2(s, pyrolusite)-oxidized hydroquinone “proelectrophiles” to simulate the highly electrophilic moieties that can be generated when NOM reacts with oxidants in a sediment or soil. Overall, our model compound studies demonstrated that added nucleophiles compete with H2OOH- to form monoadducts, which can then undergo further oxidization and addition to form di- and triadducts. Mass spectra consistent with monoadducts from reactions between nine nucleophiles and MnO2-oxidized gentisic acid were acquired by LC/MS. Separate experiments monitoring both the consumption of a model proelectrophile and a nucleophile (acetylhydroquinone and 4-ethylaniline, respectively) and the generation of Mn(II) from reduction of MnO2 provided indirect evidence for multiple oxidation-addition steps. Second, we used model compounds to study permanganate oxidation of alkenes. Competition between hydrolysis and oxidation of a common intermediate leads to a distribution of products. To collect direct evidence of the influence of pH and oxidant dose on this product distribution, we selected two model alkenes – cis-stilbenedicarboxylic acid and 3-cyclopentenecarboxylic acid – that yield permanganate oxidation products amenable to LC/MS analysis. High permanganate dose favors highly oxidized products, while alkaline pH favors products from hydrolysis. This dissertation demonstrates how strategic selection of model compounds can elucidate complex environmental contaminant removal pathways by providing an internally consistent system for the study of multiple reaction conditions and competitive reactions. Advisors/Committee Members: Stone, Alan T (advisor).

Subjects/Keywords: nucleophilic addition; permanganate; manganese dioxide; benzoquinone; patulin; proelectrophile

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APA (6^th Edition):

Flanders, P. M. (2014). Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways. (Thesis). Johns Hopkins University. Retrieved from http://jhir.library.jhu.edu/handle/1774.2/37877

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Flanders, Phillip M. “Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways.” 2014. Thesis, Johns Hopkins University. Accessed March 07, 2021. http://jhir.library.jhu.edu/handle/1774.2/37877.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Flanders, Phillip M. “Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways.” 2014. Web. 07 Mar 2021.

Vancouver:

Flanders PM. Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways. [Internet] [Thesis]. Johns Hopkins University; 2014. [cited 2021 Mar 07]. Available from: http://jhir.library.jhu.edu/handle/1774.2/37877.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Flanders PM. Proelectrophile-Nucleophile Adduct Formation and Permanganate Oxidation of Alkenes: Use of Model Compounds to Probe Complex Reaction Pathways. [Thesis]. Johns Hopkins University; 2014. Available from: http://jhir.library.jhu.edu/handle/1774.2/37877

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Loughborough University

2. Watson, Hayley. Synthesis and reactivity of cyclopropanes and cyclopropenes.

Degree: PhD, 2011, Loughborough University

URL: http://hdl.handle.net/2134/9032

► Activated cyclopropanes have been extensively used in synthetic chemistry as precursors for cycloaddition reactions. The rationale behind this is their ability to undergo ring-opening when… (more)

Subjects/Keywords: 547.6; Cycloaddition; Cyclopropane; Cyclopropene; Nucleophilic addition; Oxazine; Ring-opening

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APA (6^th Edition):

Watson, H. (2011). Synthesis and reactivity of cyclopropanes and cyclopropenes. (Doctoral Dissertation). Loughborough University. Retrieved from http://hdl.handle.net/2134/9032

Chicago Manual of Style (16^th Edition):

Watson, Hayley. “Synthesis and reactivity of cyclopropanes and cyclopropenes.” 2011. Doctoral Dissertation, Loughborough University. Accessed March 07, 2021. http://hdl.handle.net/2134/9032.

MLA Handbook (7^th Edition):

Watson, Hayley. “Synthesis and reactivity of cyclopropanes and cyclopropenes.” 2011. Web. 07 Mar 2021.

Vancouver:

Watson H. Synthesis and reactivity of cyclopropanes and cyclopropenes. [Internet] [Doctoral dissertation]. Loughborough University; 2011. [cited 2021 Mar 07]. Available from: http://hdl.handle.net/2134/9032.

Council of Science Editors:

Watson H. Synthesis and reactivity of cyclopropanes and cyclopropenes. [Doctoral Dissertation]. Loughborough University; 2011. Available from: http://hdl.handle.net/2134/9032

Indian Institute of Science

3. Arun Kumar, P. Mechanistic Investigation of Metal Promoted Nucleophilic Additions.

Degree: PhD, Faculty of Science, 2017, Indian Institute of Science

URL: http://etd.iisc.ac.in/handle/2005/2842

► Nucleophilic additions are an important class of reactions in the preparation of several organic compounds. Metals facilitate nucleophilic additions in many cases. The present work… (more)

▼ Nucleophilic additions are an important class of reactions in the preparation of several organic compounds. Metals facilitate nucleophilic additions in many cases. The present work Mechanistic Investigation of Metal Promoted Nucleophilic additions is an attempt to understand the mechanism of nucleophilic additions to imines and carbonyl compounds mediated by the transition metal complexes. Understanding the mechanism of metal promoted nucleophilic additions can facilitate the design and synthesis of more efficient catalysts. Chapter 1 provides a brief introduction to nucleophilic addition. A few named reactions that involve nucleophilic addition are described. An overview of the metal promoted nucleophilic addition reactions and their mechanisms are presented. A short note on the importance of understanding the mechanism of metal promoted nucleophilic addition is included. This section ends with the scope of the present work. Chapter 2 “Mechanistic Investigation of Titanium Mediated Reactions of Imines” deals with two reactions. The first reaction is the formation of reduced amines on reduction of imines. Amines and diamines are synthesized often from imines. A convenient route to such nitrogen containing compounds is through reduction of imines and through reductive coupling of imines respectively. Since both reactions occur in a parallel fashion, during the synthesis of diamines, amines are obtained as side products and vice versa. This problem is acute in the case of titanium based reducing agents. These reducing agents are called low valent titanium reagents because low valent titanium species are generated in situ either from titanium(IV) or titanium(III) reagents. There is no clear understanding of the nature of the low valent titanium involved in the reaction. To rectify this, a mechanistic understanding of this reaction is essential. An attempt was made to probe the mechanism of formation of amines using low valent titanium formed by using two different reducing agents namely phenylsilane and zinc. With the help of isotopic labelling studies, it was found that the mechanism of formation of an amine with phenylsilane involves a direct hydrogen transfer from phenylsilane to an imine. This was verified using deuterium labelled phenylsilane. With zinc, it follows a traditional titanacycle pathway which was verified by quenching with the deuterium oxide. A second reaction that has been probed is the alkylation of imines by Grignard reagents using chiral titanium complexes. Alkylation of imines is one of the suitable routes to prepare chiral amines. Alkylation of imines employing a Grignard reagent with Ti(OiPr)4 can proceed through two different pathways depending on the amount of the Grignard reagent used. Alkylation reaction with one equivalent of Grignard reagent can proceed through a Ti(IV) species and the alkylation reaction with two equivalents of the Grignard reagent can proceed through a Ti(II) species. The reaction proceeding through Ti(IV) is less wasteful as it only requires one equivalent of the… Advisors/Committee Members: Samuelson, A G (advisor).

Subjects/Keywords: Nucleophilic Addition Reactions; Substitution Reactions; Nucleophilic Additions; Imines; Carbonyl Compounds - Nucleophilic Additions; Ketones; Diazo Transfer Reactions; Ruthenium Phosphine Complex; Transititon Metal Complexes; Reactions of Imines; Transfer Hydrogenation Reactions; Titanium Nucleophilic Addition Reactions; Organic Chemistry

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Arun Kumar, P. (2017). Mechanistic Investigation of Metal Promoted Nucleophilic Additions. (Doctoral Dissertation). Indian Institute of Science. Retrieved from http://etd.iisc.ac.in/handle/2005/2842

Chicago Manual of Style (16^th Edition):

Arun Kumar, P. “Mechanistic Investigation of Metal Promoted Nucleophilic Additions.” 2017. Doctoral Dissertation, Indian Institute of Science. Accessed March 07, 2021. http://etd.iisc.ac.in/handle/2005/2842.

MLA Handbook (7^th Edition):

Arun Kumar, P. “Mechanistic Investigation of Metal Promoted Nucleophilic Additions.” 2017. Web. 07 Mar 2021.

Vancouver:

Arun Kumar P. Mechanistic Investigation of Metal Promoted Nucleophilic Additions. [Internet] [Doctoral dissertation]. Indian Institute of Science; 2017. [cited 2021 Mar 07]. Available from: http://etd.iisc.ac.in/handle/2005/2842.

Council of Science Editors:

Arun Kumar P. Mechanistic Investigation of Metal Promoted Nucleophilic Additions. [Doctoral Dissertation]. Indian Institute of Science; 2017. Available from: http://etd.iisc.ac.in/handle/2005/2842

NSYSU

4. Hsu, Chia-Ling. Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I.

Degree: Master, Chemistry, 2012, NSYSU

URL: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0702112-142708

► Gold catalysts have the characteristic of promoting nucleophilic reaction. The cyclization reaction of enediynes catalyzed by gold activated by silver in toluene at 100 °C… (more)

Subjects/Keywords: Arnottin I; 6H-dibenzo[c,h]chromen-6-ones; enediyne; gold catalyst; nucleophilic addition

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Hsu, C. (2012). Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I. (Thesis). NSYSU. Retrieved from http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0702112-142708

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Hsu, Chia-Ling. “Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I.” 2012. Thesis, NSYSU. Accessed March 07, 2021. http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0702112-142708.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Hsu, Chia-Ling. “Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I.” 2012. Web. 07 Mar 2021.

Vancouver:

Hsu C. Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I. [Internet] [Thesis]. NSYSU; 2012. [cited 2021 Mar 07]. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0702112-142708.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Hsu C. Au(I)-Catalyzed Cyclization of Methyl 2-(2-Alkynylphenylethynyl) Benzoates to 6H-Dibenzo[c,h]chromen-6-ones and Synthesis of Arnottin I. [Thesis]. NSYSU; 2012. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0702112-142708

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of Kansas

5. Loh, Joanna K. Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams.

Degree: PhD, Chemistry, 2015, University of Kansas

URL: http://hdl.handle.net/1808/25375

► The overarching goal of this dissertation is the development of efficient methods for the generation of medium- and large-sized heterocycles, specifically 7- to 11-membered sultams,… (more)

▼ The overarching goal of this dissertation is the development of efficient methods for the generation of medium- and large-sized heterocycles, specifically 7- to 11-membered sultams, for facilitating probe and drug discovery. Chapter One summarizes the structural components that are prevalent in current marketed pharmaceutical agents, highlighting underrepresented rings, rings systems and frameworks, which have the potential to introduce chemical novelty into the existing limited list of chemical ring systems that describe the majority of the drugs. Chapter Two introduces the concept of pairing of a reaction triad, namely sulfonylation, SNAr addition and Mitsunobu alkylation, in varying order via the use of central o-fluorobenzene sulfonyl chloride building blocks that afford rapid access to both bridged- and fused-tricyclic, 7- to 10-membered benzofused sultams. This simple approach obviates the need for the construction of elaborate multi-functional scaffolds and merely requires use of o-fluorobenzene sulfonyl chlorides, amines and alcohols as building blocks. Simple changes in the reaction pair sequence (e.g., sulfonylation–SNAr vs sulfonylation–SNAr–Mitsunobu vs sulfonylation–Mitsunobu– SNAr), or changes in the building blocks (1,2-amino alcohol vs 1,3-amino alcohol), allows access to skeletal and stereochemical diversity. Chapter Three presents the concept of complementary pairing of activated sulfonyl aziridines (simple 6-atom bis-electrophilic synthon) via "chemo- and regioselective" aziridine ring-opening with an amino component of an amino alcohol (bis-nucleophiles). Subsequent intramolecular SNAr cyclization with the alcohol component of the amino alcohol affords unprecedented, functionally rich mediumsized benzofused sultams in overall, chemoselective “6+4” and “6+5” heterocyclization pathways. Moreover, the use of primary amines for the sulfonyl aziridine ring-opening step, whereby the resulting secondary amines cyclize via a subsequent intramolecular SNAr reaction, enables the generation of 7-membered benzofused sultams via an overall “6+1” atom cyclization sequence Chapter Four describes efforts aimed at the use of one-pot, sequential 3- or 4- component sulfonylation–aza-Michael–amide cyclization protocols to generate a library of skeletally and stereochemically diverse 7/4, 7/5 and 7/6-fused bicyclic acyl sultams. In this library effort, sulfonylation of different amines with 2-chloroethane sulfonyl chloride, followed by Michael reaction with a variety of amino acids, and subsequent amide cyclization provides access to the titled bicyclic sultams, which are currently being screened for biological activity as well as unique chemical properties. Advisors/Committee Members: Hanson, Paul R. (advisor), Carlson, Robert G. (cmtemember), Dutta, Apurba (cmtemember), Mure, Minae (cmtemember), Tunge, Jon A. (cmtemember).

Subjects/Keywords: Chemistry; Aziridine-ring opening; Cyclic sulfonamides; Michael addition; Nucleophilic aromatic substitution; Sulfonylation; Sultams

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Loh, J. K. (2015). Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams. (Doctoral Dissertation). University of Kansas. Retrieved from http://hdl.handle.net/1808/25375

Chicago Manual of Style (16^th Edition):

Loh, Joanna K. “Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams.” 2015. Doctoral Dissertation, University of Kansas. Accessed March 07, 2021. http://hdl.handle.net/1808/25375.

MLA Handbook (7^th Edition):

Loh, Joanna K. “Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams.” 2015. Web. 07 Mar 2021.

Vancouver:

Loh JK. Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams. [Internet] [Doctoral dissertation]. University of Kansas; 2015. [cited 2021 Mar 07]. Available from: http://hdl.handle.net/1808/25375.

Council of Science Editors:

Loh JK. Modular Approaches to Skeletally Diverse and Stereochemically-rich 7- to 11-membered Ring Sultams. [Doctoral Dissertation]. University of Kansas; 2015. Available from: http://hdl.handle.net/1808/25375

University of Oklahoma

6. Ngo, Duong. CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS.

Degree: PhD, 2018, University of Oklahoma

URL: http://hdl.handle.net/11244/316757

► Cyclopentanone is a promising building block in the conversion of biomass to fuels. It can be readily obtained from furanics derived from biomass and can… (more)

▼ Cyclopentanone is a promising building block in the conversion of biomass to fuels. It can be readily obtained from furanics derived from biomass and can be converted to intermediate products in the molecular weight range compatible with fuels via C-C bond forming reactions. Among them, aldol condensation is a promising route. Conventional MgO catalysts are intrinsically active to catalyze this reaction, but they usually exhibit low surface areas and low stability in the presence of liquid water. The nitrate-citrate combustion method results in high-surface-area oxides with high condensation activity, but they are still susceptible to water attack. Here, hydrophobic MgO-based catalysts functionalized with octadecyltrichlorosilane (OTS) are shown to exhibit remarkable stability in the liquid phase under conditions in which a conventional MgO deactivates in short time. A follow-up study investigates the effect of co-fed water on the MgO-catalyzed cyclopentanone self-aldol condensation. As more water is added, the initial rate on hydrophilic MgO drops rapidly due to site blockage. Meanwhile, the initial rate on hydrophobic MgO-OTS increases in water vapor before decreasing in excess liquid water. It is noteworthy that under dry conditions, kinetic studies indicate a shift in the rate-limiting step: from first-order α-H abstraction on MgO to second-order C-C coupling on MgO-OTS. A proposal is that the high OTS loading limits the interaction between cyclopentanone surface species and reduces the rate of C-C coupling. This step is, however, apparently favored by surface water clusters which bridge a liquid cyclopentanone to an Mg2+ acid site. Such assistance allows the electrophile to undergo a distant polarization which can facilitate the subsequent nucleophilic attack. Another important biomass upgrading process is the cyclopentanone-acetone cross-aldol condensation, since the primary products – especially cyclopentanone-activated compounds – can be hydrodeoxygenated into high octane-numbered hydrocarbons. Here, the reaction is catalyzed by high-surface-area MgO. Initial rates with various feed ratios, DFT calculations and adsorption measurements confirm both the preferential chemisorption and α-H abstraction of cyclopentanone with respect to acetone. For each ketone reactant, α-H abstraction is rate-limiting, but subsequent C-C coupling equilibria along with the feed composition control the product distribution. Advisors/Committee Members: Resasco, Daniel (advisor), Butler, Elizabeth (committee member), Crossley, Steven (committee member), Harwell, Jeffrey (committee member), Lobban, Lance (committee member).

Subjects/Keywords: aldol condensation; cyclopentanone; acetone; water; co-feeding; magnesium oxide; deactivation; functionalization; octadecyltrichlorosilane; nucleophilic addition

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Ngo, D. (2018). CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS. (Doctoral Dissertation). University of Oklahoma. Retrieved from http://hdl.handle.net/11244/316757

Chicago Manual of Style (16^th Edition):

Ngo, Duong. “CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS.” 2018. Doctoral Dissertation, University of Oklahoma. Accessed March 07, 2021. http://hdl.handle.net/11244/316757.

MLA Handbook (7^th Edition):

Ngo, Duong. “CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS.” 2018. Web. 07 Mar 2021.

Vancouver:

Ngo D. CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS. [Internet] [Doctoral dissertation]. University of Oklahoma; 2018. [cited 2021 Mar 07]. Available from: http://hdl.handle.net/11244/316757.

Council of Science Editors:

Ngo D. CYCLOPENTANONE ALDOL CONDENSATION – EFFECTS OF SURFACE SILANIZATION, ACETONE AND WATER CO-FEEDING ON CATALYTIC BEHAVIORS OF MAGNESIUM OXIDE-BASED SOLIDS. [Doctoral Dissertation]. University of Oklahoma; 2018. Available from: http://hdl.handle.net/11244/316757

University of Western Ontario

7. Koo, Donghyun. The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products.

Degree: 2020, University of Western Ontario

URL: https://ir.lib.uwo.ca/etd/7595

► Donor-acceptor (D-A) cyclobutanes are a well recognized building block in synthetic organic chemistry thanks to their unique reactivity. A variety of synthetic methodologies such as… (more)

Subjects/Keywords: Donor-acceptor cyclobutane; Rearrangement reaction; Solvent effect; Brønsted acid; Nucleophilic addition; Cyclic compound; Organic Chemistry

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APA (6^th Edition):

Koo, D. (2020). The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products. (Thesis). University of Western Ontario. Retrieved from https://ir.lib.uwo.ca/etd/7595

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Koo, Donghyun. “The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products.” 2020. Thesis, University of Western Ontario. Accessed March 07, 2021. https://ir.lib.uwo.ca/etd/7595.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Koo, Donghyun. “The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products.” 2020. Web. 07 Mar 2021.

Vancouver:

Koo D. The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products. [Internet] [Thesis]. University of Western Ontario; 2020. [cited 2021 Mar 07]. Available from: https://ir.lib.uwo.ca/etd/7595.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Koo D. The Rearrangement and Nucleophilic addition of Donor-Acceptor Cyclobutane: Novel Methodologies to Access δ-Lactones and Ring-Opened Products. [Thesis]. University of Western Ontario; 2020. Available from: https://ir.lib.uwo.ca/etd/7595

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

NSYSU

8. Tsai, Min-Ruei. 1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides.

Degree: PhD, Chemistry, 2004, NSYSU

URL: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-154659

► 1. A new route towards the synthesis of drugs and alkaloids by using N-alkylsulfonylacetamide and unsaturated ester as starting materials via stepwise [3+3] annulation. 2.… (more)

Subjects/Keywords: nucleophilic addition; isoquinoline; 3-piperidinol; [3+3] annulation

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APA (6^th Edition):

Tsai, M. (2004). 1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides. (Doctoral Dissertation). NSYSU. Retrieved from http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-154659

Chicago Manual of Style (16^th Edition):

Tsai, Min-Ruei. “1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides.” 2004. Doctoral Dissertation, NSYSU. Accessed March 07, 2021. http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-154659.

MLA Handbook (7^th Edition):

Tsai, Min-Ruei. “1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides.” 2004. Web. 07 Mar 2021.

Vancouver:

Tsai M. 1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides. [Internet] [Doctoral dissertation]. NSYSU; 2004. [cited 2021 Mar 07]. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-154659.

Council of Science Editors:

Tsai M. 1.The Application of Glutarimides in the Synthesis of Piperidine and Isoquinolone Derivatives 2.Regioselective Nucleophilic Addition of Glutarimides and the Applications to the Synthesis of Alkaloids 3.A New Approach to (E)-3-Substituted-N-Alkylacryl-amides and 3,4-Disubstituted Succinimides. [Doctoral Dissertation]. NSYSU; 2004. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-154659

NSYSU

9. Chen, Bo-Fong. 1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton.

Degree: PhD, Chemistry, 2004, NSYSU

URL: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-153717

► 1. The key glutarimides were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in glutarimides, and application to the synthesis… (more)

Subjects/Keywords: [3+3] annulation; 3-piperidinol; nucleophilic addition; isoindolone

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Chen, B. (2004). 1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton. (Doctoral Dissertation). NSYSU. Retrieved from http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-153717

Chicago Manual of Style (16^th Edition):

Chen, Bo-Fong. “1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton.” 2004. Doctoral Dissertation, NSYSU. Accessed March 07, 2021. http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-153717.

MLA Handbook (7^th Edition):

Chen, Bo-Fong. “1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton.” 2004. Web. 07 Mar 2021.

Vancouver:

Chen B. 1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton. [Internet] [Doctoral dissertation]. NSYSU; 2004. [cited 2021 Mar 07]. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-153717.

Council of Science Editors:

Chen B. 1. A Versatile Approach to 6-Substituted-5-methoxy-d-lactam Framework and Application to the Synthesis of Natural Products and Pharmaceuticals 2. A New Approach to Isoindolone Skeleton. [Doctoral Dissertation]. NSYSU; 2004. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-1007104-153717

10. Zaki, Mohamed. Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa.

Degree: Docteur es, Chimie organique, 2015, Orléans; Université Hassan II (Casablanca, Maroc)

URL: http://www.theses.fr/2015ORLE2014

►

Au cours de ces dernières années, les sesquiterpénoïdes de type eudesmane et leurs activités biologiques font l'objet de nombreuses études phytochimiques et pharmacologiques, ainsi que… (more)

▼

Au cours de ces dernières années, les sesquiterpénoïdes de type eudesmane et leurs activités biologiques font l'objet de nombreuses études phytochimiques et pharmacologiques, ainsi que des recherches de voies de synthèse et d'hémisynthèse. Pour notre part, nous nous sommes intéressés à la synthèse des analogues de types eudesmanes par fonctionnalisation des constituants majoritaires de Dittrichia Viscosa. Dans le premier chapitre, nous avons donné un rappel bibliographique sur l’aspect botanique de Dittrichia Viscosa, ainsi qu’une description phytochimique qui montre que cette plante renferme différents constituants : terpénödes, flavonoïdes, phénylpropanoïdes et polycétides présentant des propriétés pharmacologiques variés. Dans le deuxième chapitre, et après un rappel bibliographique sur les différents types d’eudesmane et l’extraction et la purification des produits majoritaires de Dittrichia Viscosa (l'acide α-costique, l'acide ilicique et la tomentosine), nous avons réalisé l’étude des réarrangements des époxy-eudesmanes par catalyse acide et la synthèse de l'aldéhyde α-costal et ses analogues. Nous avons aussi mise au point des conditions réactionnelles de fonctionnalisation de la double liaison C11-C13 par couplage de Heck permettant l’accès à des librairies d'eudesmanes arylés en position 13. En fin, le dernier chapitre est consacré à l’étude de la réactivité de la tomentosine vis-à-vis des additions nucléophiles (type Addition de Michael) et des additions 1,3 dipolaire (des nitrones et des oxydes de nitrile) sur la double liaison conjuguée exo-cyclique.

In recent years, the sesquiterpenoids eudesmane type and their biological activities are subject to numerous phytochemical and pharmacological studies and research of synthetic and semisynthetic routes. For our part, we are interested in the synthesis of similar types of eudesmanes by functionalization of the major constituents of Dittrichia Viscosa. In the first part we gave a bibliographical recall on the botanical aspect of Dittrichia Viscosa and a phytochemical description shows that this plant contains various constituents: terpénödes, flavonoids, phenylpropanoids and polyketides with various pharmacological properties. In the second part, and after giving a bibliographical recall of the different types of eudesmane and extraction and purification of major products of Dittrichia Viscosa (α-costique acid, ilicique acid and tomentosin), we realized the study of epoxy eudesmanes rearrangements by acid catalysis and the synthesis of α-costal aldehyde and its analogues. We also focus on the reaction conditions for functionalization of C11-C13 dual link Heck coupling allowing access to libraries eudesmanes aryl in position 13. In the last part, we are interested to the study of the reactivity of the tomentosin with nucleophilic additions (type Michael Addition) and 1,3-dipolar additions (nitrones and nitrile oxides) on the double link exo-cyclic combined.

Advisors/Committee Members: Berteina-Raboin, Sabine (thesis director), Akssira, Mohamed (thesis director).

Subjects/Keywords: Dittrichia Viscosa; Hemisynthèse; Eudesmane; Acide α-costique; Acide ilicique; Tomentosine; Catalyse acide; Couplage de Heck; Addition nucléophile; Addition 1,3 dipolaire; Click chemistry; Nitrone; Oxyde de nitrile; Dittrichia Viscosa; Semisynthetic; Eudesmane; Α-costic acid; Ilicic acid; Tomentosin; Acid catalysis; Heck coupling; Nucleophilic addition; 1,3-dipolar addition; Click chemistry; Nitrone; Nitrile oxide; 547

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Zaki, M. (2015). Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa. (Doctoral Dissertation). Orléans; Université Hassan II (Casablanca, Maroc). Retrieved from http://www.theses.fr/2015ORLE2014

Chicago Manual of Style (16^th Edition):

Zaki, Mohamed. “Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa.” 2015. Doctoral Dissertation, Orléans; Université Hassan II (Casablanca, Maroc). Accessed March 07, 2021. http://www.theses.fr/2015ORLE2014.

MLA Handbook (7^th Edition):

Zaki, Mohamed. “Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa.” 2015. Web. 07 Mar 2021.

Vancouver:

Zaki M. Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa. [Internet] [Doctoral dissertation]. Orléans; Université Hassan II (Casablanca, Maroc); 2015. [cited 2021 Mar 07]. Available from: http://www.theses.fr/2015ORLE2014.

Council of Science Editors:

Zaki M. Réactivité et hémisynthèse des constituants majoritaires, de type eudesmanes, contenus dans des extraits de Dittrichia Viscosa : Reactivity and hemisynthesis of major constituents type eudesmanes contained in the extracts of Dittrichia Viscosa. [Doctoral Dissertation]. Orléans; Université Hassan II (Casablanca, Maroc); 2015. Available from: http://www.theses.fr/2015ORLE2014

11. Saraiva rosa, Nathalie. Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids.

Degree: Docteur es, Chimie organique, minérale, industrielle, 2017, Reims

URL: http://www.theses.fr/2017REIMS013

►

Les N-tert-butanesulfinamides, des auxiliaires chiraux développés par Ellman il y a une vingtaine d’années, sont à l’heure actuelle de plus en plus sollicités pour la… (more)

▼

Les N-tert-butanesulfinamides, des auxiliaires chiraux développés par Ellman il y a une vingtaine d’années, sont à l’heure actuelle de plus en plus sollicités pour la préparation d’amines chirales fonctionnalisées, et ce, du fait de la disponibilité des deux énantiomères à faible coût et de leurs conditions de déprotection faciles à mettre en œuvre. Cependant, leur utilisation dans le cadre de la synthèse de dérivés trifluorométhylés quaternaires à partir des N-tert-butanesulfinylalkyl- ou arylcétimines correspondantes, connues pour leur faible hydrostabilité, reste à ce jour très limitée. Les éthers d’hémiaminals trifluorométhylés dérivés de l’auxiliaire d’Ellman constituent des analogues stables de ces cétimines. Ils permettent de générer in situ la cétimine correspondante, qui peut subir l’addition de l’espèce nucléophile présente. Ce manuscrit relate les différentes réactions étudiées sur ces éthers d’hémiaminals, donnant ainsi accès à des synthons azotés α-trifluorométhylés quaternaires de façon énantiopure : d’une part, les amines homoallyliques obtenues par l’addition d’allylalanes, qui, après quelques étapes, permettent de fournir les azétidines trifluorométhylées correspondantes, et d’autre part, les β3,3-aminoacides trifluorométhylés, préparés via une réaction de Reformatsky hautement diastéréosélective. Les acides β-aminés ainsi préparés ont été réinvestis dans des couplages peptidiques en solution pour la préparation d’une gamme d’α/β- et de β-di- et tripeptides, sur lesquels des études conformationnelles préliminaires ont été menées à l’état solide et/ou en solution.Mots-clés : Auxiliaire d’Ellman, Addition nucléophile, Couplage peptidique en solution, Dérivé azoté α-trifluorométhylé, Éther d’hémiaminal, Synthèse asymétrique.

Chiral N-tert-butansulfinamides, developped by Ellman 20 years ago, have been increasingly applied for the preparation of chiral functionnalized amines, because of the affordability of both enantiomers and of their mild conditions of cleavage. However, the use of theses auxiliaries for the synthesis of quaternary trifluoromethyl derivatives remains quite limited, the corresponding trifluoromethyl ketoimines being highly unstable.Chiral N-tert-butanesulfinyl alkyl(aryl) trifluoromethyl hemiaminal ethers have been developped to be used as bench-stable surrogates of these ketoimines : once under reaction conditions, they afford the corresponding ketoimine in situ, which can be subject to a nucleophilic addition.In this manuscript, different reactions led on these hemiaminal ethers are described, affording valuable and optically pure trifluoromethylated quaternary building-blocks : on the one hand, homoallylic amines, obtained by the addition of allylalane species, and which can afford, after a few steps, teh corresponding trifluoromethyl azetidines, and on the other hand, chiral trifluoromethyl β3,3-amino acids, afforded by a highly diastereoselective Reformatsky reaction.These β 3,3-amino acids have been then involved in solution-phase peptide couplings in order to synthetise a…

Advisors/Committee Members: Grellepois, Fabienne (thesis director).

Subjects/Keywords: Auxiliaire d'Ellman; Addition nucléophile; Couplage peptidique en solution; Dérivé azoté alpha-Trifluorométhylé; Ether d'hémiaminal; Synthèse asymétrique; Ellman's auxiliary; Nucleophilic addition; Solution-Phase Peptide coupling; Alpha-Trifluoromethylated nitrogen derivative; Hemiaminal ether; Asymmetric synthesis

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Saraiva rosa, N. (2017). Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids. (Doctoral Dissertation). Reims. Retrieved from http://www.theses.fr/2017REIMS013

Chicago Manual of Style (16^th Edition):

Saraiva rosa, Nathalie. “Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids.” 2017. Doctoral Dissertation, Reims. Accessed March 07, 2021. http://www.theses.fr/2017REIMS013.

MLA Handbook (7^th Edition):

Saraiva rosa, Nathalie. “Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids.” 2017. Web. 07 Mar 2021.

Vancouver:

Saraiva rosa N. Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids. [Internet] [Doctoral dissertation]. Reims; 2017. [cited 2021 Mar 07]. Available from: http://www.theses.fr/2017REIMS013.

Council of Science Editors:

Saraiva rosa N. Synthèse diastéréosélective de molécules azotées α-trifluorométhylées - Élaboration et études conformationnelles de petits peptides incorporant des acides β-aminés trifluorométhylés : Diastereoselective synthesis of α-trifluoromethylated nitrogen derivatives - Elaboration and conformational studies of small peptides incorporating trifluoromethylated β-aminoacids. [Doctoral Dissertation]. Reims; 2017. Available from: http://www.theses.fr/2017REIMS013

12. Koutsianopoulos, Fotios. Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες.

Degree: 2015, University of Ioannina; Πανεπιστήμιο Ιωαννίνων

URL: http://hdl.handle.net/10442/hedi/35418

►

This thesis describes the study of the reaction 4-phenyl-1,2,4-triazoline-3,5-dione (PhTAD) with alkenes in protic and non protic solvents.Entropic control of the selectivity in the adduct… (more)

▼

This thesis describes the study of the reaction 4-phenyl-1,2,4-triazoline-3,5-dione (PhTAD) with alkenes in protic and non protic solvents.Entropic control of the selectivity in the adduct of PhTAD with alkenes in alcohols as solvents, found that the size of the solvent molecule play important role in the selectivity of the reaction and maintain an SN2 type transition state leading to trap product of solvent to AI.Using deuterated alcohols as solvents, became clear the effect of forming the bond N-H(D) in the transition state of the solvent addition to AI, intermediate.Measuring the isotope effects in isotopomers alcohols, shows that not open dipolar intermediate formed during the formation of trap product.The reaction with substituted benzyl alcohols (Hammett equation) shows that in the transition state take pla.ce at least two solvent molecules.The study of nucleophilic solvents competition, confirmed the existence of steric hindrance, during addition of the solvent in the intermediate AI, and the most active solvent was the smallest size alcohol.Unexpectedly high values for the thermodynamic parameters found with the weak nucleophilic but acidic, (2,2,2-trifluoromethyl)ethanol, prompted us to propose the existence of a Grotthuss transition state, in which a hydrogen atom, from a solvent molecule which acts as an acid, is transferred to the negatively charged nitrogen atom of the AI intermediate and, through a hydrogen bonding network of solvent molecules, the last solvent molecule is negatively charged and able to act as a nucleophile.The reaction in acidic conditions, led to the conclusion that the Grotthuss transition state cannot be formed or formed less, because of the immediate protonation of the negatively charged nitrogen atom. Protonation was found more effective in stronger acid, and the formation of protonated amide, AI-H led exclusively in trap product.Furthermore, experiments on excess acid shows that open intermediate not formed in the addition and the steric hindrance between the intermediate and the incoming solvent molecule - alcohol decreases due to relaxation of the bond C-N. This view was reinforced by measuring isotope effects in acidic conditionsThe reaction in aqueous solutions at neutral and acidic conditions has similar results, and found that, in each case, the addition of solvent-H2O in intermediate is stereospecific.Intra- and Intermolecular ‘ene’ reactions of PTAD, shows that the polarity of solvent has important role in the selectivity of the reaction.

Η παρούσα διδακτορική διατριβή περιγράφει την μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες. Με την μέτρηση των παραμέτρων ενεργοποίησης ΔΔS≠ και ΔΔΗ≠, βρέθηκε ότι το μέγεθος του μορίου του διαλύτη παίζει σημαντικό ρόλο στην εκλεκτικότητα της αντίδρασης και υποστηρίζουν μια SN2-τύπου μεταβατική κατάσταση που οδηγεί στο σχηματισμό του προϊόντος προσθήκης του διαλύτη στο ΑΙ. Με τη χρήση δευτεριωμένων αλκοολών-διαλυτών έγινε σαφές η επίδραση…

Subjects/Keywords: Αντίδραση ενίου; Τριαζολιδίνες; Προσθήκη διαλύτη; Αλκένια; Πυρηνόφιλοι διαλύτες; Θερμοδυναμικοί παράμετροι; Ενδιάμεσα; Κλειστό διαζιριδινικό ιμίδιο; Κινητικά ισοτοπικά φαινόμενα; Μηχανισμός αντίδρασης; Ιδιότητες διαλύτη; Κυκλική μεταβατική κατάσταση; Προσθήκη οξέος; Προσθήκη χλωρίου; Ene reaction; Τriazolinediones; Solvent addition; Alkenes; Nucleophilic solvents; Thermodynamic parameters; Intermediates; Closed aziridinium imide; Kinetic isotope effects; Reaction mechanisms; Solvent effects; Grotthuss; X-ray; Acid addition; Chloro addition; Hammett

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Koutsianopoulos, F. (2015). Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες. (Thesis). University of Ioannina; Πανεπιστήμιο Ιωαννίνων. Retrieved from http://hdl.handle.net/10442/hedi/35418

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Koutsianopoulos, Fotios. “Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες.” 2015. Thesis, University of Ioannina; Πανεπιστήμιο Ιωαννίνων. Accessed March 07, 2021. http://hdl.handle.net/10442/hedi/35418.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Koutsianopoulos, Fotios. “Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες.” 2015. Web. 07 Mar 2021.

Vancouver:

Koutsianopoulos F. Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες. [Internet] [Thesis]. University of Ioannina; Πανεπιστήμιο Ιωαννίνων; 2015. [cited 2021 Mar 07]. Available from: http://hdl.handle.net/10442/hedi/35418.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Koutsianopoulos F. Μελέτη της αντίδρασης του ηλεκτονιόφιλου 4-φαινυλο-1,2,4-τριαζολινο-3,5-διόνη (PhTAD) με αλκένια σε πρωτικούς και μη πρωτικούς διαλύτες. [Thesis]. University of Ioannina; Πανεπιστήμιο Ιωαννίνων; 2015. Available from: http://hdl.handle.net/10442/hedi/35418

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Georgia State University

13. Sullivan, Shannon M. Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist.

Degree: MS, Chemistry, 2008, Georgia State University

URL: https://scholarworks.gsu.edu/chemistry_theses/11

► The synthesis of a series of 2-chloropyrimidine derivatives is described. The synthesis began with a nucleophilic addition of lithiated heterocyclic molecules to the 4 position… (more)

Subjects/Keywords: Lithiated heterocyclic organic molecules; 5-HT2a; 5-HT7 receptor; 2-4-Disubstituted pyrimidines; 2-Chloropyrimidine; Nucleophilic addition reaction; Dihydropyrimidine; Addition-Elimination reaction; Heteroaryl; Pyrimidine

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Sullivan, S. M. (2008). Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist. (Thesis). Georgia State University. Retrieved from https://scholarworks.gsu.edu/chemistry_theses/11

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Sullivan, Shannon M. “Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist.” 2008. Thesis, Georgia State University. Accessed March 07, 2021. https://scholarworks.gsu.edu/chemistry_theses/11.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Sullivan, Shannon M. “Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist.” 2008. Web. 07 Mar 2021.

Vancouver:

Sullivan SM. Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist. [Internet] [Thesis]. Georgia State University; 2008. [cited 2021 Mar 07]. Available from: https://scholarworks.gsu.edu/chemistry_theses/11.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Sullivan SM. Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist. [Thesis]. Georgia State University; 2008. Available from: https://scholarworks.gsu.edu/chemistry_theses/11

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of New Orleans

14. Miao, Lei. Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues.

Degree: PhD, Chemistry, 2009, University of New Orleans

URL: https://scholarworks.uno.edu/td/985

► The focus of these studies has been toward the development of new synthetic methods and procedures for the synthesis of novel compounds with unique biological… (more)

Subjects/Keywords: ketones; lactones; nucleophilic addition; ring-opening; enantioselective; noranabasamine; N-heterocyclization; gephyrotoxin; pyrrolidine; Kishi's intermediate; analgesic; acetaminophen; propacetamol; saccharin; hydrolysis; parenteral administration

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Miao, L. (2009). Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues. (Doctoral Dissertation). University of New Orleans. Retrieved from https://scholarworks.uno.edu/td/985

Chicago Manual of Style (16^th Edition):

Miao, Lei. “Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues.” 2009. Doctoral Dissertation, University of New Orleans. Accessed March 07, 2021. https://scholarworks.uno.edu/td/985.

MLA Handbook (7^th Edition):

Miao, Lei. “Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues.” 2009. Web. 07 Mar 2021.

Vancouver:

Miao L. Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues. [Internet] [Doctoral dissertation]. University of New Orleans; 2009. [cited 2021 Mar 07]. Available from: https://scholarworks.uno.edu/td/985.

Council of Science Editors:

Miao L. Synthesis of Amphibian Alkaloids and Development of Acetaminophen Analogues. [Doctoral Dissertation]. University of New Orleans; 2009. Available from: https://scholarworks.uno.edu/td/985

Loughborough University

15. Kondratyev, Nikolay. Organocatalytic asymmetric alkenylation of carbonyl compounds.

Degree: PhD, 2020, Loughborough University

URL: https://doi.org/10.26174/thesis.lboro.12597737.v1 ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.813000

► Asymmetric alkenylation of carbonyl compounds using organocatalysed reaction with respective organoelement reagents has developed into a useful and practically important method for the synthesis of… (more)

Subjects/Keywords: Asymmetric Catalysis; Asymmetric Organocatalysis; alkenylation; Homoallylic Amines; Homoallylic alcohols; chiral Br ønsted acids; chiral Lewis base catalysts; ?-chloroallyltrichlorosilane; Allyltrichlorosilane; Allenyltrichlorosilane; Propargyltrichlorosilane; Chlorohydrins; Chiral vinylepoxides; Nucleophilic addition; Carbonyl compounds; Aldehydes; Aldimines; N-Oxides; Pyridine-N-oxides; Bipyridine-N,N'-dioxides; (R)-TRIP

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Kondratyev, N. (2020). Organocatalytic asymmetric alkenylation of carbonyl compounds. (Doctoral Dissertation). Loughborough University. Retrieved from https://doi.org/10.26174/thesis.lboro.12597737.v1 ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.813000

Chicago Manual of Style (16^th Edition):

Kondratyev, Nikolay. “Organocatalytic asymmetric alkenylation of carbonyl compounds.” 2020. Doctoral Dissertation, Loughborough University. Accessed March 07, 2021. https://doi.org/10.26174/thesis.lboro.12597737.v1 ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.813000.

MLA Handbook (7^th Edition):

Kondratyev, Nikolay. “Organocatalytic asymmetric alkenylation of carbonyl compounds.” 2020. Web. 07 Mar 2021.

Vancouver:

Kondratyev N. Organocatalytic asymmetric alkenylation of carbonyl compounds. [Internet] [Doctoral dissertation]. Loughborough University; 2020. [cited 2021 Mar 07]. Available from: https://doi.org/10.26174/thesis.lboro.12597737.v1 ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.813000.

Council of Science Editors:

Kondratyev N. Organocatalytic asymmetric alkenylation of carbonyl compounds. [Doctoral Dissertation]. Loughborough University; 2020. Available from: https://doi.org/10.26174/thesis.lboro.12597737.v1 ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.813000

16. Paramahamsan, Harinandini. η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis.

Degree: PhD, Chemistry, 2005, Case Western Reserve University School of Graduate Studies

URL: http://rave.ohiolink.edu/etdc/view?acc_num=case1106262785

► Dearomatization of arenechromium tricarbonyl complexes provides a mild and rapid entry into functionalized carbocycles. Chiral auxiliary directed nucleophilic addition provides synthetically useful enantio enriched… (more)

▼ Dearomatization of arenechromium tricarbonyl complexes provides a mild and rapid entry into functionalized carbocycles. Chiral auxiliary directed nucleophilic addition provides synthetically useful enantio enriched substituted cyclohexenones. The present studies were aimed at understanding the origin of diastereoselection and develop systems giving both enantiomers. Chiral auxiliaries derived from camphor attached to arenes with trimethylsilyl group as the para substituent gave both enantiomers in very high diastereoselectivity with lithio tert-butyl acetate nucleophile. The chiral auxiliaries are retrievable in most of the cases. The origin of diastereoselectivity is proposed to be due to charge control as reflected in the orientation of the Cr(CO)₃ tripod with respect to the chiral auxiliary. The chiral auxiliary directed lithio methyl phenyl sulphone addition was performed in an effort to asymmetrically synthesize, the cyclohexyl sub-unit of the immunosuppressant FK-506. Preliminary results indicate a moderate diastereoselectivity with the lithio methyl phenyl sulphone nucleophile. X-ray crystal structure analysis and conformational analysis of the chiral arenechromium tricarbonyl complexes by NOE studies revealed a cis-endo conformation of the Cr(CO)₃ tripod with respect to the camphyl framework. A possible preference of tripod orientation in solution was also proposed from the ¹³C NMR chemical shifts. In this context, conformational analysis of the chromium tricarbonyl tripod rotamers was thoroughly reinvestigated and the proposition that ¹³C NMR chemical shifts of the arene manifesting its electron charge densities is presented. Addition of the pro-chiral nucleophiles to arenechromium tricarbonyl complexes was performed to study the vicinal stereocontrol during nucleophilic addition. The excellent erythro vicinal stereocontrol obtained on lithio tert-butyl propionate addition to para trimethylsilylanisolechromium tricarbonyl has been applied to a racemic formal synthesis of the sex pheromone Juvabione. Advisors/Committee Members: Pearson, Anthony (Advisor).

Subjects/Keywords: arenechromium tricarbonyls; chiral auxiliary; conformational analysis; diastereoselectivity; isoborneols; juvabione; NOE analysis; nucleophilic addition; organic synthesis; stereoselectivity; substituted cyclohexenones; vicinal stereocontrol

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Paramahamsan, H. (2005). η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis. (Doctoral Dissertation). Case Western Reserve University School of Graduate Studies. Retrieved from http://rave.ohiolink.edu/etdc/view?acc_num=case1106262785

Chicago Manual of Style (16^th Edition):

Paramahamsan, Harinandini. “η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis.” 2005. Doctoral Dissertation, Case Western Reserve University School of Graduate Studies. Accessed March 07, 2021. http://rave.ohiolink.edu/etdc/view?acc_num=case1106262785.

MLA Handbook (7^th Edition):

Paramahamsan, Harinandini. “η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis.” 2005. Web. 07 Mar 2021.

Vancouver:

Paramahamsan H. η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis. [Internet] [Doctoral dissertation]. Case Western Reserve University School of Graduate Studies; 2005. [cited 2021 Mar 07]. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1106262785.

Council of Science Editors:

Paramahamsan H. η⁶-Arenechromium Tricarbonyl Complexes: Conformational Analysis, Stereocontrol in Nucleophilic Addition and Applications in Organic Synthesis. [Doctoral Dissertation]. Case Western Reserve University School of Graduate Studies; 2005. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1106262785

Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ)

17. Παναγιωτίδης, Θεόδωρος. Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων.

Degree: 2000, Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ)

URL: http://hdl.handle.net/10442/hedi/25348

Subjects/Keywords: Αζασάκχαρα; Αναστολείς ενζύμων; Νιτρόνες; Πυρρολιδίνες; Πυρρολιζιδίνες; Ινδολιζιδίνες; Αντιδράσεις 1,3 διπολικής κυκλοπροσθήκης; Αντιδράσεις πυρηνόφιλης προσθήκης; Azasugars; Enzyme inhibitors; Nitrones; Pyrrolidines; Pyrrolizidines; Indolizidines; 1,3 dipolar cycloaddition reactions; Nucleophilic addition reactions

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Παναγιωτίδης, . �. (2000). Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων. (Thesis). Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ). Retrieved from http://hdl.handle.net/10442/hedi/25348

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Παναγιωτίδης, Θεόδωρος. “Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων.” 2000. Thesis, Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ). Accessed March 07, 2021. http://hdl.handle.net/10442/hedi/25348.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Παναγιωτίδης, Θεόδωρος. “Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων.” 2000. Web. 07 Mar 2021.

Vancouver:

Παναγιωτίδης �. Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων. [Internet] [Thesis]. Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ); 2000. [cited 2021 Mar 07]. Available from: http://hdl.handle.net/10442/hedi/25348.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Παναγιωτίδης �. Συνθετικές προσεγγίσεις πολυυδροξυ-πυρρολιδινικών, πυρρολιζιδινικών και ινδολιζιδινικών παραγώγων μέσω αντιδράσεων κυκλοποίησης παραγώγων των σακχάρων. [Thesis]. Aristotle University Of Thessaloniki (AUTH); Αριστοτέλειο Πανεπιστήμιο Θεσσαλονίκης (ΑΠΘ); 2000. Available from: http://hdl.handle.net/10442/hedi/25348

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

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Open Access Theses and Dissertations