Chiral phosphoric acid catalyzed aza-Friedel-Crafts alkylation of indoles with cyclic aryl α-ketimino esters

被引:26
作者
Zhao, Yunlong [1 ,2 ]
Wang, Longsheng [1 ]
Zhao, Junling [2 ]
机构
[1] Hubei Univ Technol, Inst POM Based Mat, Sch Mat & Chem Engn, Wuhan 430068, Hubei Province, Peoples R China
[2] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, Guangzhou 510530, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Organocatalysis; Aza-Friedel-Crafts alkylation; Enantioselective; Indoles; alpha-Ketimino esters; BRONSTED ACID; ENANTIOSELECTIVE ADDITION; ASYMMETRIC-SYNTHESIS; AMINO-ACIDS; N-ACYL; ALKYNYLATION; CONSTRUCTION; IMINES; KETOIMINES; BEARING;
D O I
10.1016/j.tetlet.2016.12.012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly enantioselective aza-Friedel-Crafts alkylation of indoles with cyclic aryl alpha-ketimino esters catalyzed by a chiral phosphoric acid has been developed, the corresponding alpha,alpha-disubstituted unnatural alpha-amino ester derivatives were obtained in moderate to high yields (67-85%) with high enantioselectivities (up to 93% ee) under mild reaction conditions. (C) 2016 Published by Elsevier Ltd.
引用
收藏
页码:213 / 217
页数:5
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