At Long Last: The Me(3)Si Group as a Masked Alcohol

For a long time, the Me(3)Si group has been ostracized from the family of aryl‐ and heteroatom‐substituted congeners for the difficulties associated with its further chemoselective manipulation into another synthetically useful functional group. A hypervalent iodine reagent has now been shown to do...

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Detalles Bibliográficos
Autores principales: Roy, Avijit, Oestreich, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Highlights
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7986603/
https://www.ncbi.nlm.nih.gov/pubmed/33496981
http://dx.doi.org/10.1002/anie.202017157
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author Roy, Avijit
Oestreich, Martin
author_facet Roy, Avijit
Oestreich, Martin
author_sort Roy, Avijit
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description For a long time, the Me(3)Si group has been ostracized from the family of aryl‐ and heteroatom‐substituted congeners for the difficulties associated with its further chemoselective manipulation into another synthetically useful functional group. A hypervalent iodine reagent has now been shown to do exactly that by electrophilic demethylation. Coupled with the Tamao–Fleming oxidation, the Me(3)Si group becomes a placeholder for a hydroxy group.[Image: see text]
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spelling pubmed-79866032021-03-25 At Long Last: The Me(3)Si Group as a Masked Alcohol Roy, Avijit Oestreich, Martin Angew Chem Int Ed Engl Highlights For a long time, the Me(3)Si group has been ostracized from the family of aryl‐ and heteroatom‐substituted congeners for the difficulties associated with its further chemoselective manipulation into another synthetically useful functional group. A hypervalent iodine reagent has now been shown to do exactly that by electrophilic demethylation. Coupled with the Tamao–Fleming oxidation, the Me(3)Si group becomes a placeholder for a hydroxy group.[Image: see text] John Wiley and Sons Inc. 2021-01-26 2021-02-23 /pmc/articles/PMC7986603/ /pubmed/33496981 http://dx.doi.org/10.1002/anie.202017157 Text en © 2021 The Authors. Angewandte Chemie International Editionpublished by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Highlights
Roy, Avijit
Oestreich, Martin
At Long Last: The Me(3)Si Group as a Masked Alcohol
title At Long Last: The Me(3)Si Group as a Masked Alcohol
title_full At Long Last: The Me(3)Si Group as a Masked Alcohol
title_fullStr At Long Last: The Me(3)Si Group as a Masked Alcohol
title_full_unstemmed At Long Last: The Me(3)Si Group as a Masked Alcohol
title_short At Long Last: The Me(3)Si Group as a Masked Alcohol
title_sort at long last: the me(3)si group as a masked alcohol
topic Highlights
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7986603/
https://www.ncbi.nlm.nih.gov/pubmed/33496981
http://dx.doi.org/10.1002/anie.202017157
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