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区域和对映选择性远程氢芳基化反应的配体接力策略。

Regio- and enantioselective remote hydroarylation using a ligand-relay strategy.

机构信息

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.

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, China.

出版信息

Nat Commun. 2022 May 5;13(1):2471. doi: 10.1038/s41467-022-30006-2.

Abstract

The design of a single complicated chiral ligand to well-promote each step of an asymmetric cascade reaction is sometimes a formidable challenge in transition metal catalysis. In this work, a highly regio- and enantioselective Ni-catalysed migratory hydroarylation relay process has been achieved with the combination of two simple ligands, one which accomplishes chain-walking and the other causing asymmetric arylation. This formal asymmetric C(sp)-H arylation provides direct access to a wide range of structurally diverse chiral 1,1-diarylalkanes, a structural unit found in a number of bioactive molecules. The value of this strategy was further demonstrated by the Ni-catalysed migratory asymmetric 1,3-arylboration.

摘要

在过渡金属催化中,设计单一复杂的手性配体以很好地促进不对称级联反应的每一步有时是一项艰巨的挑战。在这项工作中,通过两种简单配体的结合,实现了高区域和对映选择性的 Ni 催化迁移氢芳基化接力过程,其中一种配体完成链行走,另一种配体引起不对称芳基化。这种形式的不对称 C(sp)-H 芳基化提供了广泛的结构多样的手性 1,1-二芳基烷的直接途径,该结构单元存在于许多生物活性分子中。该策略的价值通过 Ni 催化迁移不对称 1,3-芳基硼化进一步得到证明。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1af5/9072428/64daa687f23d/41467_2022_30006_Fig1_HTML.jpg

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