Asymmetric Synthesis of anti-#alpha#,#beta#-Disubstituted #beta#-Amino Acid Derivatives by Reaction of N-Alkoxycarbonyl-1-methoxyamines with Optically Active 2-Oxazolidinones

摘要

The reaction of N-alkoxycarbonyl-1-methoxyamines and (4S)-3-butyryl-4-isopropyl-2-oxazolidinone afforded the corresponding adducts with anti selectively (60% de). Both anti- and syn-#alpha#,#beta#-disubstituted #beta#-amino acid methyl esters were obtained in 98% ee from the adducts. The enantiomerically pure precursor for the synthesis of carbapenem antibiotic PS-5 was prepared by this method.