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1. Phun, Lien Hoang. Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles.

Degree: PhD, Chemistry and Biochemistry, 2013, Georgia Tech

Natural products and small molecules play a major role in drug development. However, using natural products as a source of medicine comes with many challenges, such as lack of natural abundance and difficulty in isolation. Consequently, synthetic organic chemistry is a solution in order to access these compounds in usable quantities. However, synthetic chemisty comes with its own challenges such as efficiency, chemoselectivity, stereoselectivity and enantioselectivity. Therefore, synthetic tools that addresses these challenges are required solve these limitations. This thesis discusses new methodologies using strained carbocycles (cyclopropanes and cyclopropenes) as the reactive subunit for the construction of different carbocyclic and heterocyclic compounds. The homo-Nazarov cyclization of alkenyl and heteroaryl cyclopropyl ketones was used in order to construct cyclohexenones, cyclohexenols, heteroaryl ring-fused cyclohexenones, dihydrofurans, furans and furanones in a mild and efficient manner. Benzofused heteroaromatic compounds were achieved via the Lewis acid-catalyzed cycloisomerization of cyclopropene-3,3-dicarbonyls and furan-3-carboxylates. These heteroaromatic compounds can be applied to medicinal chemistry and material science. Advisors/Committee Members: [email protected] (Committee Chair), charles liotta (Committee Member), christoph fahrni (Committee Member), david collard (Committee Member), julia kubanek (Committee Member).

Subjects/Keywords: Furans; Carbocycles; Heterocycles; Cyclopropane; Cyclopropene; Diazo; Drug development; Pharmacognosy

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APA (6th Edition):

Phun, L. H. (2013). Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles. (Doctoral Dissertation). Georgia Tech. Retrieved from http://hdl.handle.net/1853/47542

Chicago Manual of Style (16th Edition):

Phun, Lien Hoang. “Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles.” 2013. Doctoral Dissertation, Georgia Tech. Accessed January 16, 2021. http://hdl.handle.net/1853/47542.

MLA Handbook (7th Edition):

Phun, Lien Hoang. “Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles.” 2013. Web. 16 Jan 2021.

Vancouver:

Phun LH. Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles. [Internet] [Doctoral dissertation]. Georgia Tech; 2013. [cited 2021 Jan 16]. Available from: http://hdl.handle.net/1853/47542.

Council of Science Editors:

Phun LH. Innovative approaches to carbocyclic and heterocyclic compounds using strained carbocycles. [Doctoral Dissertation]. Georgia Tech; 2013. Available from: http://hdl.handle.net/1853/47542

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