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Three step synthesis of single diastereoisomers of the vicinal trifluoro motif

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 e...

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Detalles Bibliográficos
Autores principales: Brunet, Vincent A, Slawin, Alexandra M Z, O'Hagan, David
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2839549/
https://www.ncbi.nlm.nih.gov/pubmed/20300509
http://dx.doi.org/10.3762/bjoc.5.61
Descripción
Sumario: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.