A Novel One??Step Approach for the Preparation of α??Amino Acids, α??Amino Amides, and Dipeptides from Azetidine??2, 3??diones

…, P Almendros, C Aragoncillo

Index: Alcaide, Benito; Almendros, Pedro; Aragoncillo, Cristina Chemistry - A European Journal, 2002 , vol. 8, # 16 p. 3646 - 3652

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Citation Number: 33

Abstract

Abstract A remarkable reaction of azetidine-2, 3-diones with primary as well as secondary amines, and water is presented. Simply by varying the nucleophile, an unprecedented one- step synthesis of α-amino acids, α-amino amides, and dipeptides, was developed in both the racemic and optically pure forms. The current mechanistic hypothesis invokes a concerted process involving CO extrusion. However, a stepwise pathway can also account for these ...