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Three step synthesis of single diastereoisomers of the 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.

SUBMITTER: Brunet VA

PROVIDER: S-EPMC2839549 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature

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

Brunet Vincent A VA Slawin Alexandra M Z AM O'Hagan David D

Beilstein journal of organic chemistry 20091105

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 ...[more]

PMID: 20300509

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