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通过阻转选择性宫浦硼化反应构建轴手性芳基硼酸酯

Construction of Axially Chiral Arylborons via Atroposelective Miyaura Borylation.

作者信息

Yang Kai, Mao Yanfei, Xu Jie, Wang Hao, He Yong, Li Wangyang, Song Qiuling

机构信息

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

Institute of Next Generation Matter Transformation, College of Materials Science Engineering, Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian 361021, China.

出版信息

J Am Chem Soc. 2021 Jul 14;143(27):10048-10053. doi: 10.1021/jacs.1c04345. Epub 2021 Jun 28.

Abstract

Compared with the well-developed centrally chiral boron chemistry, C-B axially chiral chemistry remains elusive and challenging. Herein we report the first atroposelective Miyaura borylation of bromoarenes with unsymmetrical diboron reagents for the direct catalytic synthesis of optically active atropisomeric arylborons. This reaction features broad substrate scope and produces axially chiral arylborons with high yields and good enantioselectivities.

摘要

与发展成熟的中心手性硼化学相比,C-B轴手性化学仍然难以捉摸且具有挑战性。在此,我们报道了首例使用不对称二硼试剂对溴代芳烃进行的对映选择性宫浦硼化反应,用于直接催化合成光学活性的轴手性芳基硼。该反应具有广泛的底物范围,能以高收率和良好的对映选择性生成轴手性芳基硼。

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