Tetrahedron: Asymmetry

Two procedures for the syntheses of labeled sialic acids and their 1, 7-lactones

P Allevi, M Anastasia, ML Costa, P Rota

Index: Allevi, Pietro; Anastasia, Mario; Costa, Maria L.; Rota, Paola Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 338 - 344

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Citation Number: 7

Abstract

The synthesis of four deuterated sialic acids and their 1, 7-lactones has been performed in two ways, one based on sialic acid classical chemistry, and the other involving a direct exchange of the unlabeled acyl group of N-acetylneuraminic acid with a labeled one mediated by a perfluorinated amide. The final lactonization is promoted by benzyloxycarbonyl chloride.