Stable D-xylose ditriflate in divergent syntheses of dihydroxy prolines, pyrrolidines, tetrahydrofuran-2-carboxylic acids, and cyclic sugar -amino acids

Double nucleophilic displacement of a sugar D-xylose ditriflate derived from diacetone-D-glucose by amines, water and alkyl cyanoacetates gave a series of bicyclic divergent intermediates for the synthesis of a wide range of highly functionalized targets, including hydroxylated prolines, pyrrolidines, THF carboxylic acids, and cyclopentanes