Complementary methods for the synthesis of diastereomeric monosaccharide mimetics are described which rely on the functionalisation of derivatives of 2-butyl-6-methoxy-2, 6- dihydropyran-3-one. The stereochemical outcome of dihydroxylation of these derivatives under Upjohn's and Donohoe's (directed) reaction conditions are described. The hydrolyses of diastereomeric 2-butyl-4, 5-epoxy-3-hydroxy-6-methoxytetrahydropyrans, generated ...
