Rhodium(I)-Catalyzed Direct Enantioselective C-H Functionalization of Indoles

被引:7
作者
Zhu, Dong-Xing [1 ]
Xu, Ming-Hua [2 ,3 ,4 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
[3] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
[4] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
CATALYZED ASYMMETRIC REACTIONS; CARBENE INSERTION; PYRROLES; LIGANDS; CARBOXYLATES; STRATEGIES; ACCESS; BONDS; ACIDS;
D O I
10.1021/acs.joc.2c02624
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly regiospecific vinylogous carbene insertion protocol for direct asymmetric C-H functionalization of indoles with arylvinyldiazoacetates has been developed. Under the catalysis of simple Rh(I)/chiral diene complexes, the reaction occurs solely at the vinylogous position of the vinylcarbenoid with exceptional E selectivity and enantiocontrol. It provides an efficient way to obtain an interesting class of chiral indole scaffolds bearing an alpha,beta-unsaturated ester unit and a gem-diaryl carbon stereocenter in good yields (<99%) with excellent enantioselectivities (<96%) at room temperature.
引用
收藏
页码:7844 / 7848
页数:5
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