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Catalytic Asymmetric Direct Mannich Reactions of Carbonyl Compounds with α ‐Imino Esters
Author(s) -
Juhl Karsten,
Gathergood Nicholas,
Jørgensen Karl Anker
Publication year - 2001
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 - 10.1002/1521-3773(20010817)40:16<2995::aid-anie2995>3.0.co;2-m
Subject(s) - chemistry , mannich reaction , catalysis , optically active , enantioselective synthesis , organic chemistry , combinatorial chemistry , reaction conditions
The development of a direct catalytic asymmetric Mannich reaction is shown and its potential demonstrated by the synthesis of optically active lactones via 4‐hydroxyglutamic acid ester derivatives. The catalytic asymmetric Mannich reaction of carbonyl compounds with α ‐imino esters [Eq. (1); Ts = p ‐toluenesulfonyl] gives good yields and diastereoselectivities, as well as excellent enantioselectivities.