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.
Reddy
Leleti Rajender
LR
Chemical and Analytical Development, Novartis Pharmaceuticals Corporation, East Hanover, New Jersey 07936, USA. rajender.leleti@novartis.com
Hu
Bin
B
Prashad
Mahavir
M
Prasad
Kapa
K
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