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镍催化α-氯硼酸酯的还原烯丙基化反应以制备高烯丙基硼酸酯。

Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates.

作者信息

Lou Yixian, Qiu Jian, Yang Kai, Zhang Feng, Wang Chenglan, Song Qiuling

机构信息

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, China.

Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian 350108, China.

出版信息

Org Lett. 2021 Jun 18;23(12):4564-4569. doi: 10.1021/acs.orglett.1c01213. Epub 2021 Jun 1.

Abstract

The transition-metal-catalyzed allylation reaction is an efficient strategy for the construction of new carbon-carbon bonds alongside allyl or homoallylic functionalization. Herein we describe a Ni-catalyzed reductive allylation of α-chloroboronates to efficiently render the corresponding homoallylic boronates, which could be readily converted into valuable homoallylic alcohols or amines or 1,4-diboronates. This reaction features a broad substrate scope with good functional group compatibility that is complementary to the existing methods for the preparation of homoallylic boronates.

摘要

过渡金属催化的烯丙基化反应是一种构建新的碳-碳键以及烯丙基或高烯丙基官能化的有效策略。在此,我们描述了一种镍催化的α-氯硼酸酯的还原烯丙基化反应,可有效地得到相应的高烯丙基硼酸酯,其可容易地转化为有价值的高烯丙基醇、胺或1,4-二硼酸酯。该反应具有广泛的底物范围和良好的官能团兼容性,这与现有的制备高烯丙基硼酸酯的方法互补。

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