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近年来手性轴手性化合物的催化不对称构建研究进展。

Recent Advances in Catalytic Asymmetric Construction of Atropisomers.

机构信息

Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen 518055, China.

Academy for Advanced Interdisciplinary Studies, Southern University of Science and Technology, Shenzhen 518055, China.

出版信息

Chem Rev. 2021 Apr 28;121(8):4805-4902. doi: 10.1021/acs.chemrev.0c01306. Epub 2021 Mar 27.

Abstract

Atropisomerism is a stereochemical behavior portrayed by three-dimensional molecules that bear rotationally restricted σ bond. Akin to the well-represented point-chiral molecules, atropisomerically chiral compounds are finding increasing utilities in many disciplines where molecular asymmetry is influential. This provides steady demand on atroposelective synthesis, where numerous synthetic pursuits have been rewarded with conceptually novel and streamlined methods while expanding the structural diversity of atropisomers. This review summarizes key achievements in stereoselective preparation of biaryl, heterobiaryl, and nonbiaryl atropisomers documented between 2015 and 2020. Emphasis is placed on the synthetic strategies for each structural class, while examples are cited to illustrate the potential applications of the accessed atropochiral targets.

摘要

旋光异构现象是一种立体化学行为,由具有旋转受限σ键的三维分子表现出来。与具有代表性的点手性分子类似,旋光手性化合物在许多分子不对称性有影响的学科中越来越多地得到应用。这就对非对映选择性合成提出了稳定的需求,在这方面,许多合成研究都得到了概念新颖和简化方法的回报,同时扩大了非对映异构体的结构多样性。本文综述了 2015 年至 2020 年间报道的联芳基、杂联芳基和非联芳基非对映异构体的立体选择性制备方面的主要成就。重点介绍了每个结构类别的合成策略,并引用了实例来说明所获得的手性目标的潜在应用。

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