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2-甲基-3-硝基吲哚的有机催化不对称烯丙基烷基化反应:一种直接对映选择性官能团化吲哚C(sp)-H键的方法。

Organocatalytic asymmetric allylic alkylation of 2-methyl-3-nitroindoles: a route to direct enantioselective functionalization of indole C(sp)-H bonds.

作者信息

Xu Jing-Xiang, Chu Kai-Ti, Chiang Ming-Hsi, Han Jeng-Liang

机构信息

Department of Chemistry, National Chung Hsing University, Taichung City, 40227, Taiwan, Republic of China.

Institute of Chemistry, Academia Sinica, Taipei City, 11529, Taiwan, Republic of China.

出版信息

Org Biomol Chem. 2021 Feb 25;19(7):1503-1507. doi: 10.1039/d1ob00048a.

Abstract

We here described a direct catalytic asymmetric functionalization of 2-methylindoles using organocatalysis. An efficient asymmetric allylic alkylation reaction with respect to 2-methyl-3-nitroindoles and racemic Morita-Baylis-Hillman carbonate has been achieved by using a chiral biscinchona alkaloid catalyst, which provided the functionalized indole derivatives in good yields and enantioselectivities.

摘要

我们在此描述了使用有机催化对2-甲基吲哚进行直接催化不对称官能化。通过使用手性双金鸡纳生物碱催化剂,实现了2-甲基-3-硝基吲哚与外消旋森田-贝利斯-希尔曼碳酸酯的高效不对称烯丙基烷基化反应,该反应以良好的产率和对映选择性提供了官能化的吲哚衍生物。

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