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A novel method for regioselective ring-opening reduction of 4,6-O-benzylidene hexopyranoside derivatives using CoCl2 and BH3·THF
Authors:Shinki Tani
Institution:Laboratory of Organic Chemistry, Faculty of Engineering, Kanagawa University, 3-27-1, Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan
Abstract:A novel and facile reductive ring-opening reaction for 4,6-O-benzylidene acetal derivatives of hexopyranosides using CoCl2/BH3·THF gave the corresponding 4-O-benzyl-6-OH derivatives selectively in good yields. This convenient method should allow large-scale synthesis at low cost.
Keywords:Carbohydrates  Reductive benzylidene ring-opening  Cobalt chloride  Borane
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