Journal
RUSSIAN CHEMICAL BULLETIN
Volume 53, Issue 6, Pages 1331-1334Publisher
SPRINGER
DOI: 10.1023/B:RUCB.0000042296.13831.bd
Keywords
dynamic kinetic resolution; dipeptides; amino acids; racemization; oxazolone; NMR
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Conditions for fast racemization of 5(4H)-oxazolones prepared from N-acylphenylalanine were found. Reactions of 4-benzyl-2-methyl-5(4H)-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.
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