Abstract
This account details the development of a dual-catalysis approach and its application to the kinetic resolution of amines and other enantioselective acyl-transfer reactions. Anion recognition is an essential design element of these processes, which are enabled by the combined action of an achiral 4-(N,N-dimethylamino)pyridine (DMAP) derivative and a chiral anion receptor catalyst.
1 Introduction
2 Kinetic Resolution of Amines
2.1 Benzylic Amines
2.2 Propargylic Amines
2.3 Allylic Amines
2.4 Benzylic Amines Revisited
2.5 Racemic Diamines
3 Desymmetrization of meso-Diamines
4 Miscellaneous Acyl Transfer Reactions
4.1 Steglich Reaction
4.2 Reactions of Isoquinolines with Azlactones
4.3 Acylation of Silyl Ketene Acetals
5 Conclusions
Key words
asymmetric catalysis - amines - acylation - kinetic resolution - desymmetrization