ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS: COMPARISON OF ENOLATE VS. CATION FUNCTIONALIZATION OF N-BOC-5,6-DIPHENYL-2,3,5,6-TETRAHYDRO-4H-1,4-OXAZIN-2-ONES

Article abstract of DOI:10.1016/S0040-4039(00)82268-6

Enolate generation and subsequent alkylation of the chiral glycinates 1 and 2 occurs with a high degree of diastereoselectivity.Reduction of the homologation products (3 and 4) furnishes with high enantiomeric excess, the N-t-BOC, and free α-amino acid derivates 5 and 6, respectively.