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  • Title: A novel one-step approach for the preparation of alpha-amino acids, alpha-amino amides, and dipeptides from azetidine-2,3-diones.
    Author: Alcaide B, Almendros P, Aragoncillo C.
    Journal: Chemistry; 2002 Aug 16; 8(16):3646-52. PubMed ID: 12203291.
    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 alpha-amino acids, alpha-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 novel transformations.
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