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Asymmetric Vinylogous Aldol Reaction of Silyloxy Furans with a Chiral Organic Salt
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Asymmetric Vinylogous Aldol Reaction of Silyloxy Furans with a Chiral Organic Salt

Ravi P Singh, Bruce M Foxman and Li Deng
Figshare
01/01/2016

Abstract

aldehyde Asymmetric Vinylogous Aldol Reaction Biochemistry Biophysics Biotechnology carboxylic acid catalyst chiral Chiral Organic SaltDespite Developmental Biology Genetics Immunology inorganic chemicals lack Medicine Microbiology Molecular Biology organic chemicals Plant Biology polycyclic compounds scope significance silyloxy furans Sociology trimethylsilyloxy variation vinylogous aldol reaction vinylogous aldol reactions
Despite their synthetic significance there is a general lack of asymmetric vinylogous aldol reactions that tolerate variations of both the silyloxy furans and aldehydes. We have developed a new chiral organic catalyst based on a carboxylate-ammonium salt prepared from a thiourea-amine and a carboxylic acid. This new catalyst enabled us to develop an efficient asymmetric vinylogous aldol reaction of unprecedented scope with respect to both 2-trimethylsilyloxy furans and aldehydes.

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