A study of the rapid anomerization of poly-O-benzyl-β-d-glucopyranosides with titanium tetrachloride

S Koto, N Morishima, R Kawahara, K Ishikawa…

Index: Koto, Shinkiti; Morishima, Naohiko; Kawahara, Reiko; Ishikawa, Katsuhiko; Zen, Shonosuke Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 4 p. 1092 - 1096

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Citation Number: 45

Abstract

Titanium tetrachloride rapidly anomerizes methyl 2, 3, 4, 6-tetra-O-benzyl-β-D- glucopyranoside in dichloromethane at 25° C. Evidence for the proposal that the benzyloxymethyl group on C-5 and the ring oxygen of the glucoside cooperate to prompt the reaction is described. The reagent anomerizes the interglycosidic linkage of several disaccharide derivatives.