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Enamine–Metal Lewis Acid Bifunctional Catalysis: Application to Direct Asymmetric Aldol Reaction of Ketones
Author(s) -
Xu Zhenghu,
Daka Philias,
Budik Ilya,
Wang Hong,
Bai FuQuan,
Zhang HongXing
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900678
Subject(s) - bifunctional , chemistry , enamine , aldol reaction , lewis acids and bases , catalysis , lewis acid catalysis , bifunctional catalyst , organic chemistry , organocatalysis , amine gas treating , enantioselective synthesis , combinatorial chemistry , polymer chemistry
Unprecedented bifunctional enamine–metal Lewis acid catalysts have been developed. In this bifunctional catalytic system, a tridentate ligand tethered with a chiral secondary amine was designed to solve the acid–base self‐quenching problem leading to catalyst inactivation. This new bifunctional enamine–metal Lewis acid catalyst was found to catalyze aldol reactions of ketones efficiently in high yields and good to excellent diastereoselectivities and enantioselectivities.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)