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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
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author Brunet, Vincent A
Slawin, Alexandra M Z
O'Hagan, David
author_facet Brunet, Vincent A
Slawin, Alexandra M Z
O'Hagan, David
author_sort Brunet, Vincent A
collection PubMed
description 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.
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spelling pubmed-28395492010-03-17 Three step synthesis of single diastereoisomers of the vicinal trifluoro motif Brunet, Vincent A Slawin, Alexandra M Z O'Hagan, David Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2009-11-05 /pmc/articles/PMC2839549/ /pubmed/20300509 http://dx.doi.org/10.3762/bjoc.5.61 Text en Copyright © 2009, Brunet et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Brunet, Vincent A
Slawin, Alexandra M Z
O'Hagan, David
Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title_full Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title_fullStr Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title_full_unstemmed Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title_short Three step synthesis of single diastereoisomers of the vicinal trifluoro motif
title_sort three step synthesis of single diastereoisomers of the vicinal trifluoro motif
topic Full Research Paper
url 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
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