Carbohydrate research

Réaction d'aldoses partiellement protégés avec des ylures d'arsenic stabilisés: synthèse de dérivés insaturés E acycliques et de dérivés C-glycosyle

C Lièvre, C Fréchou, G Demailly

Index: Lievre, Catherine; Frechou, Catherine; Demailly, Gilles Carbohydrate Research, 1997 , vol. 303, # 1 p. 1 - 15

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Citation Number: 7

Abstract

The reaction of partially protected aldoses with (carbomethoxymethyl) triphenylarsonium bromide and zinc in toluene gave E α, β-unsaturated acyclic esters. When intramolecular transest erification occurred, bicyclic 1, 4-lactone derivatives were formed concurrently. Otherwise, using these non alcaline conditions, olefination did not favour the formation of C- glycosyl derivatives. On the other hand, when the reaction was performed with ( ...