Premium
Enantioselective Direct Mannich‐Type Reactions Catalyzed by Frustrated Lewis Acid/Brønsted Base Complexes
Author(s) -
Shang Ming,
Cao Min,
Wang Qifan,
Wasa Masayuki
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201708103
Subject(s) - enantioselective synthesis , lewis acids and bases , brønsted–lowry acid–base theory , chemistry , catalysis , aldimine , steric effects , frustrated lewis pair , mannich reaction , enantiomer , base (topology) , organic chemistry , hydrogen bond , medicinal chemistry , molecule , mathematical analysis , mathematics
An enantioselective direct Mannich‐type reaction catalyzed by a sterically frustrated Lewis acid/Brønsted base complex is disclosed. Cooperative functioning of the chiral Lewis acid and achiral Brønsted base components gives rise to in situ enolate generation from monocarbonyl compounds. Subsequent reaction with hydrogen‐bond‐activated aldimines delivers β‐aminocarbonyl compounds with high enantiomeric purity.