Poster Title

Gold Catalyzed Lactonization of Epoxide Esters

Research Mentor(s)

James Vyvyan

Affiliated Department

Chemistry

Sort Order

25

Start Date

19-5-2016 12:00 PM

End Date

19-5-2016 3:00 PM

Keywords

Gold, Catalysis, Organogold, Epoxide, Lactone, Esters

Document Type

Event

Abstract

Lactones are cyclic esters of varying ring size that occur naturally in organic compounds. Organic structures such as these have various useful biological activities applicable to antibacterial drugs, potential anticancer drugs, and participants of metabolic processes. Gold catalysts Au(I) and Au(III) are shown in our experiments to be effective in inducing intramolecular lactonization of epoxide esters to form desired lactone products. In our experiments gold catalysts coordinated with epoxides to develop a positive charge on the carbon nearest to the carbonyl. The result is an intramolecular lactonization of the ester via nucleophilic attack of the carbonyl oxygen onto the positive carbon of the epoxide. Through these methods we may be able to further our experiments to develop more complex lactones like those seen in biologically relevant compounds.

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May 19th, 12:00 PM May 19th, 3:00 PM

Gold Catalyzed Lactonization of Epoxide Esters

Chemistry

Lactones are cyclic esters of varying ring size that occur naturally in organic compounds. Organic structures such as these have various useful biological activities applicable to antibacterial drugs, potential anticancer drugs, and participants of metabolic processes. Gold catalysts Au(I) and Au(III) are shown in our experiments to be effective in inducing intramolecular lactonization of epoxide esters to form desired lactone products. In our experiments gold catalysts coordinated with epoxides to develop a positive charge on the carbon nearest to the carbonyl. The result is an intramolecular lactonization of the ester via nucleophilic attack of the carbonyl oxygen onto the positive carbon of the epoxide. Through these methods we may be able to further our experiments to develop more complex lactones like those seen in biologically relevant compounds.