Study of the effect of the nature of the side chain in esters of α-amino acids on the diastereoselectivity of condensation with 5 (4H)-oxazolone in the synthesis of …
Abstract Conditions for fast racemization of 5 (4 H)-oxazolones prepared from N- acylphenylalanine were found. Reactions of 4-benzyl-2-methyl-5 (4 H)-oxazolone with amino acid esters proceed diastereoselectively to give predominantly dipeptides comprising R-phenylalanine. The diastereoselectivity increases with complication of the structure of the side chain in the amino acid esters.
