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手性铝配合物控制对映选择性镍催化茚的合成:C-CN键活化

Chiral Aluminum Complex Controls Enantioselective Nickel-Catalyzed Synthesis of Indenes: C-CN Bond Activation.

作者信息

Zhang Tao, Luan Yu-Xin, Zheng Su-Juan, Peng Qian, Ye Mengchun

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, China.

出版信息

Angew Chem Int Ed Engl. 2020 May 4;59(19):7439-7443. doi: 10.1002/anie.202001142. Epub 2020 Mar 12.

Abstract

A chiral aluminum complex controlled, enantioselective nickel-catalyzed domino reaction of aryl nitriles and alkynes proceeding by C-CN bond activation was developed. The reaction provides various indenes, bearing chiral all-carbon quaternary centers, under mild reaction conditions in yields of 32 to 91 % and ee values within the 73-98 % range. The reaction mechanism and aspects of stereocontrol were investigated by DFT calculations.

摘要

开发了一种由手性铝配合物控制、通过C-CN键活化进行的芳基腈与炔烃的对映选择性镍催化多米诺反应。该反应在温和的反应条件下提供了各种带有手性全碳季中心的茚,产率为32%至91%,对映体过量值在73%-98%范围内。通过密度泛函理论计算研究了反应机理和立体控制方面。

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