Asymmetric synthesis of homoallylic amines bearing adjacent stereogenic centers by addition of substituted allylic zinc reagents to N-tert-butanesulfinylimines.
A highly diastereoselective addition of substituted racemic allylic zinc reagents to chiral N- tert-butanesulfinylimines resulting in the formation of homoallylic amines is reported. This method is quite general and also efficient for the preparation of enantiomerically pure homoallylic amines bearing quaternary centers and also adjacent quaternary centers.
Chemical and Analytical Development, Novartis Pharmaceuticals Corporation, East Hanover, New Jersey 07936, USA. rajender.leleti@novartis.com
Leleti Rajender
LR
Reddy
Bin
B
Hu
Mahavir
M
Prashad
Kapa
K
Prasad
D000498:Allyl Compounds / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013441:Sulfinic Acids / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D000498:Allyl Compounds; D000588:Amines; D009942:Organometallic Compounds; D013441:Sulfinic Acids; D015032:Zinc