Cu(I)-Catalyzed Enantioselective Friedel-Crafts Alkylation of Indoles with 2-Aryl-N-sulfonylaziridines as Alkylating Agents

被引:42
|
作者
Ge, Chen [1 ]
Liu, Ren-Rong [1 ]
Gao, Jian-Rong [1 ]
Jia, Yi-Xia [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
CARBON QUATERNARY STEREOCENTERS; RING-OPENING REACTIONS; MESO-EPOXIDES; LEWIS-ACID; ASYMMETRIC-SYNTHESIS; KINETIC RESOLUTION; CONSTRUCTION; AZIRIDINES; DERIVATIVES; PYRROLOINDOLINES;
D O I
10.1021/acs.orglett.6b01317
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly enantioselective Friedel-Crafts alkylation of indoles with N-sulfonylaziridines as alkylating agents has been developed by utilizing the complex of Cu-(CH3CN)(4)BF4/(S)-Segphos as a catalyst. A range of optically active tryptamine derivatives are obtained in good to excellent yields and enantioselectivities (up to >99% ee) via a kinetic resolution process.
引用
收藏
页码:3122 / 3125
页数:4
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