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2005
Carbohydrates
U 0500
Chemical Valorization of Milk-Derived Carbohydrates. Part 19. A New Preparation of the Disaccharide β-D-ManNAcp-(1→4)-D-Glc from Lactose Through a
07- 192 Highly
Stereoselective β-D-Galp to β-D-ManNAcp Transformation. — The title
disaccharide (VI) is obtained via a novel stereoselective C4'-epimerization protocol,
which includes a regioselective dehydration of compound (II) followed by regio- and
stereoselective hydroboration-oxidation sequence giving rise to the derivative (IV).
Two-step deprotection of compound (IV) leads to the title disaccharide (VI) in high
yield. — (ATTOLINO, E.; CATELANI*, G.; D'ANDREA, F.; NICOLARDI, M.;
J. Carbohydr. Chem. 23 (2004) 4, 179-190; Dip. Chim. Bioorg. Biofarm., Univ. Pisa,
I-56126 Pisa, Italy; Eng.) — R. Staver
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