Stereoselective Amination of Chiral Enolates: Synthesis of Chiral Key Intermediates for β-Lactam Antibiotics.

Abstract Stereoselective enolate trapping of lithium ( 1S, 2R, 4R )- 10-dicyclohexylsulfamoylisobornyl-2-cyano-3-phenylpropanoate with O-(diphenylphosphinyl) hydroxylamine followed by appropriate reduction, hydrolysis, and cyclisation processes allows the asymmetric synthesis of ( S )-3-amino-3-benzyl-2-azetidinone.