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

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Date
2020
Volume
59
Issue
28
Journal
Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker : International edition
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Publisher
Weinheim : Wiley-VCH
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Abstract

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. © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

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CC BY-NC 4.0 Unported