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A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides

A straightforward methodology for the synthesis of anti‐Markovnikov‐type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)(2) as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad sub...

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Autores principales: Liu, Weiping, Leischner, Thomas, Li, Wu, Junge, Kathrin, Beller, Matthias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7383699/
https://www.ncbi.nlm.nih.gov/pubmed/32196878
http://dx.doi.org/10.1002/anie.202002844
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author Liu, Weiping
Leischner, Thomas
Li, Wu
Junge, Kathrin
Beller, Matthias
author_facet Liu, Weiping
Leischner, Thomas
Li, Wu
Junge, Kathrin
Beller, Matthias
author_sort Liu, Weiping
collection PubMed
description A straightforward methodology for the synthesis of anti‐Markovnikov‐type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)(2) as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi‐substituted internal and terminal epoxides, as well as a good functional‐group tolerance. Various natural‐product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate‐to‐excellent yields.
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spelling pubmed-73836992020-07-27 A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides Liu, Weiping Leischner, Thomas Li, Wu Junge, Kathrin Beller, Matthias Angew Chem Int Ed Engl Communications A straightforward methodology for the synthesis of anti‐Markovnikov‐type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)(2) as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi‐substituted internal and terminal epoxides, as well as a good functional‐group tolerance. Various natural‐product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate‐to‐excellent yields. John Wiley and Sons Inc. 2020-05-11 2020-07-06 /pmc/articles/PMC7383699/ /pubmed/32196878 http://dx.doi.org/10.1002/anie.202002844 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Liu, Weiping
Leischner, Thomas
Li, Wu
Junge, Kathrin
Beller, Matthias
A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title_full A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title_fullStr A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title_full_unstemmed A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title_short A General Regioselective Synthesis of Alcohols by Cobalt‐Catalyzed Hydrogenation of Epoxides
title_sort general regioselective synthesis of alcohols by cobalt‐catalyzed hydrogenation of epoxides
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7383699/
https://www.ncbi.nlm.nih.gov/pubmed/32196878
http://dx.doi.org/10.1002/anie.202002844
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