Studies on catalytic hydrogenation of the exocyclic double bond in reducing disaccharides.

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Effects of solvents and catalysts in catalytic hydrogenation of the exocyclic double bond in disaccharide-5-ene heptaacetates, synthesized from maltose, lactose, and cellobiose, were investigated. A stereospecific hydrogenation proceeded in such a way that the corresponding 6-deoxy-L-ido isomer was predominant over the 6-deoxy-D-gluco isomer. Preparations of 6-deoxy-maltose, 6-deoxy-α-cellobiose, 4-O-α-D-glucopyranosyl-6-deoxy-L-idopyranose, and 4-O-β-D-glucopyranosyl-6-deoxy-L-idopyranose were also described.

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