Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1782178960314990592 |
---|---|
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. |
format | Text |
id | pubmed-2839549 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT brunetvincenta threestepsynthesisofsinglediastereoisomersofthevicinaltrifluoromotif AT slawinalexandramz threestepsynthesisofsinglediastereoisomersofthevicinaltrifluoromotif AT ohagandavid threestepsynthesisofsinglediastereoisomersofthevicinaltrifluoromotif |