Tetrahedron

Systemes de strecker et apparentes—XI: Formation et stabilité de l'α-carboxyaminonitrile. Intermédiaire essentiel dans la synthèse des hydantoïnes selon bucherer- …

A Rousset, M Lasperas, J Taillades, A Commeyras

Index: Rousset, A.; Lasperas, M.; Taillades, J.; Commeyras, A. Tetrahedron, 1980 , vol. 36, p. 2649 - 2661

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Citation Number: 30

Abstract

The determination of the structure of the intermediate in the Bucherer-Bergs reaction (the transformation in aqueous solution of an aldehyde into the corresponding amino-acid via the hydantoin) showed that this reaction involved the formation of α-aminonitrile carbamate. The slow formation of the carbonic anhydride from the carbonate buffer limited the formation of that main intermediate which was in equilibrium with the α-aminonitrile. The variation of ...