Highly Efficient Dynamic Kinetic Resolution of Azlactones by Urea‐Based Bifunctional Organocatalysts

Albrecht Berkessel(University of Cologne), Felix Cleemann(University of Cologne), Santanu Mukherjee(University of Cologne), Thomas N. Müller(University of Cologne), Johann Lex(University of Cologne)
Angewandte Chemie International Edition
January 18, 2005
Cited by 265

Abstract

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.


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