Squaramide-catalyzed enantioselective Friedel-Crafts reaction of indoles with imines

Chiral squaramides are highly enantioselective catalysts for Friedel-Crafts reaction of indoles with N-tosyl imines, affording 3-indolyl methanamine products in 85-96% yields and 84-96% ees.

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2010-01, Vol.46 (17), p.3004-3006
Main Authors: Qian, Yong, Ma, Gaoyuan, Lv, Aifeng, Zhu, Hai-Liang, Zhao, Jing, Rawal, Viresh H
Format: Article
Language:English
Subjects:
Amides - chemistry
Catalysis
Imines - chemical synthesis
Imines - chemistry
Indoles - chemistry
Stereoisomerism
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Summary:Chiral squaramides are highly enantioselective catalysts for Friedel-Crafts reaction of indoles with N-tosyl imines, affording 3-indolyl methanamine products in 85-96% yields and 84-96% ees.
ISSN:1359-7345
1364-548X
DOI:10.1039/b922120d