Nucleophilic displacement reactions in carbohydrates. Part III. Displacements with 1,2:5,6-di-O-isopropylidene-3-O-toluene-p-sulphonyl-α-D-gulofuranose

Abstract
The endo-sulphonyloxy-group of 1,2:5,6-di-O-isopropylidene-3-O-toluene-p-sulphonyl-α-D-gulofuranose (3) is smoothly displaced with both benzoate and azide ion to give the related D-galactose compounds (4) and (5). A convenient synthesis of 3-acetamido-3-deoxy-β-D-galactopyranose is described.

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