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Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
Tris(pentafluorophenyl)borane has been found to catalyze the two‐fold C(sp(3))−H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4‐silapiperidines in decent yields. The multi‐step reaction cascade involves amine‐to‐enamine dehydrogenation at two alky...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048813/ https://www.ncbi.nlm.nih.gov/pubmed/33604987 http://dx.doi.org/10.1002/anie.202016664 |
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author | Fang, Huaquan Xie, Kaixue Kemper, Sebastian Oestreich, Martin |
author_facet | Fang, Huaquan Xie, Kaixue Kemper, Sebastian Oestreich, Martin |
author_sort | Fang, Huaquan |
collection | PubMed |
description | Tris(pentafluorophenyl)borane has been found to catalyze the two‐fold C(sp(3))−H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4‐silapiperidines in decent yields. The multi‐step reaction cascade involves amine‐to‐enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter‐ and one intramolecular. |
format | Online Article Text |
id | pubmed-8048813 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-80488132021-04-20 Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3) Fang, Huaquan Xie, Kaixue Kemper, Sebastian Oestreich, Martin Angew Chem Int Ed Engl Communications Tris(pentafluorophenyl)borane has been found to catalyze the two‐fold C(sp(3))−H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4‐silapiperidines in decent yields. The multi‐step reaction cascade involves amine‐to‐enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter‐ and one intramolecular. John Wiley and Sons Inc. 2021-03-03 2021-04-06 /pmc/articles/PMC8048813/ /pubmed/33604987 http://dx.doi.org/10.1002/anie.202016664 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Fang, Huaquan Xie, Kaixue Kemper, Sebastian Oestreich, Martin Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3) |
title | Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
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title_full | Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
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title_fullStr | Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
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title_full_unstemmed | Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
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title_short | Consecutive β,β′‐Selective C(sp(3))−H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C(6)F(5))(3)
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title_sort | consecutive β,β′‐selective c(sp(3))−h silylation of tertiary amines with dihydrosilanes catalyzed by b(c(6)f(5))(3) |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048813/ https://www.ncbi.nlm.nih.gov/pubmed/33604987 http://dx.doi.org/10.1002/anie.202016664 |
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