Asymmetric synthesis of 2-substituted pyrrolidines by addition of Grignard reagents to gamma-chlorinated N-tert-butanesulfinyl imine.
A highly diastereoselective addition of various Grignard reagents to chiral gamma-chlorinated N-tert-butanesulfinyl imine resulting in the formation of 2-substituted pyrrolidines is reported. This method is general and also efficient for the preparation of both enantiomers of 2-aryl, 2-alkyl and 2-vinyl substituted pyrrolidines in high yields.
Reddy
Leleti Rajender
LR
Chemical Research and Development, Novartis Pharmaceuticals Corporation, One Health Plaza, East Hanover, New Jersey 07936, USA. Rajender.leleti@novartis.com
Prashad
Mahavir
M
D018360:Crystallography, X-Ray; D054879:Halogenation; D007097:Imines / Q000737:chemistry*; D008968:Molecular Conformation; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007097:Imines; D011759:Pyrrolidines