Copper-Catalyzed Enantioselective C1,N-Dipolar (3+2) Cycloadditions of 2-Aminoallyl Cations with Indoles

被引：32

作者：

Shen, Lulu ^{[1
,2
]}

Zheng, Yin ^{[3
]}

Lin, Zitong ^{[1
,2
]}

Qin, Tianzhu ^{[1
,2
]}

Huang, Zhongxing ^{[3
]}

Zi, Weiwei ^{[1
,2
,4
]}

机构：

[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China

[2] Nankai Univ, Inst Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China

[3] Univ Hong Kong, Dept Chem, State Key Lab Synthet Chem, Hong Kong, Peoples R China

[4] Haihe Lab Sustainable Chem Transformat, Tianjin 300071, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 08期

基金：

国家重点研发计划;

关键词：

1; 3-Dipoles; Allyl Cations; Copper Catalysis; Cycloaddition; Enantioselectivity; ASYMMETRIC 4+3 CYCLOADDITIONS; OXYALLYL CATIONS; PROPARGYLIC ESTERS; BETA-KETOESTERS; CONSTRUCTION; ANNULATION; KETONES; PYRROLOINDOLINES; ACTIVATION; 1,3-DIENES;

D O I：

10.1002/anie.202217051

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Aminoallyl cations are versatile 1,3-dipoles that could potentially be used for diverse (3+n) cycloaddition reactions. Despite some preliminary studies, the asymmetric catalytic transformation of these species is still underdeveloped. We herein report a binuclear copper-catalyzed generation of 2-aminoallyl cations from ethynyl methylene cyclic carbamates and their enantioselective (3+2) cycloaddition reaction with indoles to construct chiral pyrroloindolines. This transformation features a novel C1,N-dipolar reactivity for 2-aminoallyl cations.

引用

页数：6

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