ASYMMETRIC CONJUGATE ADDITIONS TO CHIRAL BICYCLIC LACTAMS - A STEREOSELECTIVE GENERAL-SYNTHESIS OF CHIRAL 3-AMINOPYRROLIDINES

Stereoselective, conjugate additions of primary amines to chiral bicyc lic lactams are described. Typical yields ranged from 80% to 90% with facial diastereoselectivities ranging from 95:5 to >98:2. Several opti cally pure amino bicyclic lactams were transformed by reductive cleava ge, in two steps, to chiral 3-aminopyrrolidines.