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Three step synthesis of single diastereoisomers of the vicinal trifluoro motif

Authors :
David O'Hagan
Alexandra M. Z. Slawin
Vincent A. Brunet
University of St Andrews. School of Chemistry
University of St Andrews. Biomedical Sciences Research Complex
University of St Andrews. EaSTCHEM
Source :
Beilstein Journal of Organic Chemistry, Beilstein Journal of Organic Chemistry, Vol 5, Iss 1, p 61 (2009)
Publication Year :
2009

Abstract

A three step route to single diastereoisomers of the vicinal trifluoromethyl motif is described. The route starts from either syn- or anti-α,β-epoxy alcohols and takes a direct approach in that each of the three steps introduces a fluorine atom in a regio- and stereo-specific manner. Starting from either the syn- or the anti-α,β-epoxy alcohol, stereospecific reactions generate two separate diastereoisomeric series of this motif. The route is a significant improvement on an earlier six step strategy.

Details

Language :
English
Database :
OpenAIRE
Journal :
Beilstein Journal of Organic Chemistry, Beilstein Journal of Organic Chemistry, Vol 5, Iss 1, p 61 (2009)
Accession number :
edsair.doi.dedup.....63169462803ad319113a106d547de62f