Merging nucleophilic and hydrogen bonding catalysis: an anion binding approach to the kinetic resolution of amines.
A new concept for asymmetric nucleophilic catalysis is presented. Acyl pyridinium salts derived from 4-(dimethylamino)pyridine (DMAP) and benzoic anhydride are rendered chiral via interaction with a chiral thiourea anion receptor. The power of this concept is demonstrated in the context of kinetic amine resolution.
De
Chandra Kanta
CK
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA.
Klauber
Eric G
EG
Seidel
Daniel
D