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过渡金属催化的轴手性苯乙烯的对映选择性合成。

Transition-metal-catalyzed atroposelective synthesis of axially chiral styrenes.

作者信息

Qian Pu-Fan, Zhou Tao, Shi Bing-Feng

机构信息

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China.

College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, Henan 450001, China.

出版信息

Chem Commun (Camb). 2023 Oct 24;59(85):12669-12684. doi: 10.1039/d3cc03592a.

Abstract

Axially chiral styrenes, a type of atropisomer analogous to biaryls, have attracted great interest because of their unique presence in natural products and asymmetric catalysis. Since 2016, a number of methodologies have been developed for the atroposelective construction of these chiral skeletons, involving both transition metal catalysis and organocatalysis. In this feature article, we aim to provide a comprehensive understanding of recent advances in the asymmetric synthesis of axially chiral styrenes catalyzed by transition metals, integrating scattered work with different catalytic systems together. This feature article is cataloged into five sections according to the strategies, including asymmetric coupling, enantioselective C-H activation, central-to-axial chirality transfer, asymmetric alkyne functionalization, and atroposelective [2+2+2] cycloaddition.

摘要

轴手性苯乙烯类化合物是一类与联芳基类似的阻转异构体,由于其在天然产物和不对称催化中的独特存在而备受关注。自2016年以来,已经开发了许多用于这些手性骨架的阻转选择性构建方法,涉及过渡金属催化和有机催化。在这篇专题文章中,我们旨在全面了解过渡金属催化的轴手性苯乙烯类化合物不对称合成的最新进展,将不同催化体系的分散工作整合在一起。根据策略,这篇专题文章分为五个部分,包括不对称偶联、对映选择性C-H活化、中心到轴手性转移、不对称炔烃官能化和阻转选择性[2+2+2]环加成。

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