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University of Arizona

1. Das, Pradipta. Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles .

Degree: 2018, University of Arizona

Four new synthetic methods employing anion hopping strategy to synthesize various heterocylces are presented. In Chapter 1.A, a micro-review is presented which comprehensively cover reported reactions employing thio- and aminophosphate precursors for forming sulfur and nitrogen heterocycles. Whereas, in Chapter 1.B, a cationic and an anionic hopping cascades are reported to form 1,2,3,6-tetrahydropyridines. Origins, design, reaction, and optimizations are discussed. In Chapter 2, an asymmetric approach to assemble cis-vinyl aziridines is reported employing a strategically substituted dienolate, decorated with a γ-leaving group. Chapter 4 highlight efforts toward asymmetric total synthesis of (-)-kainic acid and (+)-α-allokainic acid. In Chapter 4A and Chapter 4B, lays the groundwork for a lithium-assisted asymmetric anion-accelerated amino-Cope rearrangement cascades in which nitrogen atom chiral auxiliary serves three critical roles, by (1) enabling in situ assembly of the chiral 3-amino-1,5-diene precursor, (2) facilitating the rearrangement via a lithium enolate chelate, and (3) imparting its influence on consecutive inter- or intramolecular C−C or C−X bond-forming events via resulting chiral enamide intermediates or imine products. Chapter 5 presents a comprehensive compilation and analysis of US FDA approved combination drugs, from the first approval in 1943 through 2018. Advisors/Committee Members: Njardarson, Jon T (advisor), Jewett, John C. (committeemember), Glass, Richard S. (committeemember), Cordes, Matthew H. J (committeemember).

Subjects/Keywords: Amino-Cope Rearrangement; Anionic Cascade; Combination Drugs; Ellman Auxilliary

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

APA (6th Edition):

Das, P. (2018). Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles . (Doctoral Dissertation). University of Arizona. Retrieved from http://hdl.handle.net/10150/631472

Chicago Manual of Style (16th Edition):

Das, Pradipta. “Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles .” 2018. Doctoral Dissertation, University of Arizona. Accessed December 13, 2019. http://hdl.handle.net/10150/631472.

MLA Handbook (7th Edition):

Das, Pradipta. “Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles .” 2018. Web. 13 Dec 2019.

Vancouver:

Das P. Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles . [Internet] [Doctoral dissertation]. University of Arizona; 2018. [cited 2019 Dec 13]. Available from: http://hdl.handle.net/10150/631472.

Council of Science Editors:

Das P. Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles . [Doctoral Dissertation]. University of Arizona; 2018. Available from: http://hdl.handle.net/10150/631472

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