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Highly Efficient Dynamic Kinetic Resolution of Azlactones by Urea‐Based Bifunctional Organocatalysts
Author(s) -
Berkessel Albrecht,
Cleemann Felix,
Mukherjee Santanu,
Müller Thomas N.,
Lex Johann
Publication year - 2005
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.200461442
Subject(s) - bifunctional , thiourea , kinetic resolution , urea , chemistry , amine gas treating , organic chemistry , enantioselective synthesis , catalysis
Novel tasks for a venerable molecule: Bifunctional organocatalysts of the type shown, with a quasi Lewis acidic urea or thiourea unit and a Brønsted basic amine functionality, effect the dynamic kinetic resolution of azlactones with high enantioselectivity. N ‐Benzoyl amino acid esters were obtained with up to 91 % ee in high yields from racemic azlactones.