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Toward Biologically Active 2,6-Disubstituted Dihydropyran Ring Systems Using an Environmentally Benign Bismuth Catalyst and Mukaiyama Aldol Reaction

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Author: Katkish, Lauren
Advisor: Hinkle, Robert J.
Committee Members: Abelt, Christopher J.; Landino, Lisa M.; Cabral-Daniels, Rene S.
Issued Date: 2008-05-27
Subjects: Mukaiyama Aldol
Bismuth Catalysis
2,6-Disubstituted Dihydropyran Ring Systems
URI: http://hdl.handle.net/10288/541
Description: Herein are described optimization studies on the first step of a one-pot, three-component reaction towards biologically active 2,6-disubstituted dihydropyrans (DHPs). Bismuth tribromide proves to be a satisfactory catalyst for a Mukaiyama aldol reaction between an aldehyde or ketone and a silylated enol ether or ketene acetal. This environmentally benign catalyst establishes the viability of a three-component, one-pot reaction toward DHP ring systems, present in anti-cancer, anti-fungal, and anti-osteoporosis agents, among others.
Degree: Bachelors of Science in Chemistry

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