Regioselective de-O-benzylation with Lewis acids

…, Y Nishida, H Ohrui, H Meguro

Index: Hori, Hiroshi; Nishida, Yoshihiro; Ohrui, Hiroshi; Meguro, Hiroshi Journal of Organic Chemistry, 1989 , vol. 54, # 6 p. 1346 - 1353

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Citation Number: 146

Abstract

benzylation of poly01 compounds2 has made a significant contribution to the advance of carbohydrate chemistry. The few known examples of regioselective de-0-benzylation include that of perbenzylated methyl lyxoside by Grignard reagent: perbenzylated methyl ribofuranoside with tin tetrachloride: and perbenzylated 1, 6-anhydrohexoses catalyzed by palladium-carbon5 We describe here simple and highly regioselective de-0-benzylations ...