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Three step synthesis of single diastereoisomers of the vicinal trifluoro motif.

Authors
Type
Published Article
Journal
Beilstein journal of organic chemistry
Publication Date
Volume
5
Pages
61–61
Identifiers
DOI: 10.3762/bjoc.5.61
PMID: 20300509
Source
Medline
Keywords
  • C–F Bond
  • Organo–Fluorine Chemistry
  • Stereospecific Fluorination
  • Vicinal Trifluoro Motif

Abstract

A three step route to single diastereoisomers of the vicinal trifluoromethyl motif is described. The route starts from either syn- or anti-alpha,beta-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-alpha,beta-epoxy alcohol, stereospecific reactions generate two separate diastereoisomeric series of this motif. The route is a significant improvement on an earlier six step strategy.

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