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镍催化的烯烃与烯基溴的区域和对映选择性苄基烯基化反应

Nickel-Catalyzed, Regio- and Enantioselective Benzylic Alkenylation of Olefins with Alkenyl Bromide.

作者信息

Liu Jiandong, Gong Hegui, Zhu Shaolin

机构信息

School of Materials Science and Engineering, Center for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, Shanghai, 200444, China.

State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.

出版信息

Angew Chem Int Ed Engl. 2021 Feb 19;60(8):4060-4064. doi: 10.1002/anie.202012614. Epub 2020 Dec 23.

Abstract

A NiH-catalyzed migratory hydroalkenylation reaction of olefins with alkenyl bromides has been developed, affording benzylic alkenylation products with high yields and excellent chemoselectivity. The mild conditions of the reaction preclude olefinic products from undergoing further isomerization or subsequent alkenylation. Catalytic enantioselective hydroalkenylation of styrenes was achieved by using a chiral bisoxazoline ligand.

摘要

已开发出一种镍催化的烯烃与烯基溴的迁移氢烯基化反应,可高产率且具有优异化学选择性地得到苄基烯基化产物。该反应的温和条件可防止烯烃产物发生进一步异构化或后续烯基化。通过使用手性双恶唑啉配体实现了苯乙烯的催化对映选择性氢烯基化反应。

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