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
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
收藏
页码:212 / 223
页数:13
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