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通过镍催化的交叉亲电开环反应合成多取代烯丙醇

Synthesis of Multisubstituted Allylic Alcohols via a Nickel-Catalyzed Cross-Electrophile Ring-Opening Reaction.

作者信息

Hu Weitao, Lin Zhiyang, Wang Chuan

机构信息

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui230026, P.R. China.

Center for Excellence in Molecular Synthesis of CAS, Hefei, Anhui230026, P.R. China.

出版信息

Org Lett. 2022 Aug 12;24(31):5751-5755. doi: 10.1021/acs.orglett.2c02199. Epub 2022 Jul 28.

Abstract

Herein we report a nickel-catalyzed cross-electrophile ring-opening reaction of vinyl epoxides wherein aryl iodides, alkyl iodides, and benzyl chlorides can all serve as the electrophilic coupling partners, providing a new approach to preparing multisubstituted allylic alcohols. This new method features broad substrate scope (76 examples), good step-economy, and high L/B- and / selectivity as well as mild reaction conditions.

摘要

在此,我们报道了一种镍催化的环氧乙烷开环交叉亲电反应,其中芳基碘化物、烷基碘化物和苄基氯化物均可作为亲电偶联伙伴,为制备多取代烯丙醇提供了一种新方法。这种新方法具有底物范围广(76个实例)、步骤经济性好、高L/B和/选择性以及反应条件温和的特点。

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