An efficient synthesis of novel. alpha.-diketone and. alpha.-keto ester derivatives of N-protected amino acids and peptides

MR Angelastro, NP Peet, P Bey

Index: Angelastro, Michael R.; Peet, Norton P.; Bey, Philippe Journal of Organic Chemistry, 1989 ,  vol. 54,  # 16  p. 3913 - 3916

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Citation Number: 70

Abstract

A novel synthetic approach to a-diketone and a-keto ester derivatives of N-protected amino acids and peptides via a common intermediate is described. Conversion of the carboxyl group of N-protected amino acids and peptides into an a-keto vinyl ether functionality and subsequent hydrolysis or ozonolysis produces a-diketone or a-keto ester functionalities, respectively. Preparation of the a-keto vinyl ether intermediates was achieved by ...