Regio- and enantioselective ring-opening reaction of vinylcyclopropanes with indoles under cooperative catalysis

被引：22

作者：

Wan, Xiao ^{[1
]}

Sun, Meng ^{[1
]}

Wang, Jing-Yi ^{[1
]}

Yu, Lei ^{[1
]}

Wu, Qiong ^{[2
]}

Zhang, Yu-Chen ^{[1
]}

Shi, Feng ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Peoples R China

[2] Xuzhou Univ Technol, Sch Mat & Chem Engn, Xuzhou 221018, Jiangsu, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 02期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC ALLYLIC ALKYLATION; FORMAL 3+2 CYCLOADDITION; VINYL CYCLOPROPANES; TRANSITION-METAL; IN-SITU; CONSTRUCTION; BOND; CYCLOPENTANES; CYCLIZATION; EXPANSION;

D O I：

10.1039/d0qo00699h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title reaction has been established under the cooperative bimetallic catalysis of iridium and copper catalysts, which afforded indole C3-allylation products with branched selectivity in moderate yields (up to 78%) and good enantioselectivities (up to 97 : 3 er). This reaction not only represents the first catalytic asymmetric ring-opening reaction of vinylcyclopropanes with C3-unsubstituted indoles, but also has provided an atom-economic and straightforward method for the synthesis of C3-allylic indoles with high regio- and enantioselectivity.

引用

页码：212 / 223

页数：13

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