铜/钌接力催化吲哚与不饱和酮的不对称氢化偶联反应

Synthesis Pub Date : 2024-03-26 DOI:10.1055/a-2295-5417

Jian Zhang, Chen Guo, Weijun Tang, Dong Xue, Huaming Sun, Jianliang Xiao, Chao Wang

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引用次数: 0

摘要

我们开发了一种中继催化体系，用于吲哚与 α、β-不饱和酮的不对称氢化偶联反应，可得到对映体富集的手性 γ-吲哚醇，具有广泛的底物范围和优异的对映选择性（32 个实例，ee>99%）。机理研究表明，中继催化体系由铜催化的烷基化和钌催化的不对称氢化组成。

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Asymmetric Hydrogenative Coupling of Indoles with Unsaturated Ketones Enabled by Copper/Ruthenium Relay Catalysis

A relay catalytic system has been developed for the asymmetric hydrogenative coupling of indoles with α,β-unsaturated ketones, affording enantioenriched chiral γ-indole alcohols with broad substrate scope and excellent enantioselectivities (32 examples, up to >99% ee). Mechanistic studies suggest that the relay catalytic system consists of a copper-catalyzed alkylation and ruthenium-catalyzed asymmetric hydrogenation.

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Synthesis

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