1,6-epithio- and 1,6-episeleno-beta-D-glucopyranose: Useful adjuncts in the synthesis of 6-deoxy-beta-D-glucopyranosides

Derivatives of 1,6-dideoxy-1,6-epithio- and 1,6-dideoxy-1,6-episeleno-beta- D-glucopyranose have been shown to be effective glycosyl donors toward carb ohydrate alcohols under the agency of N-iodosuccinimide/trifluoromethanesul fonic acid. Reduction of the intermediate disulfides and diselenides afford s 6-deoxy-beta-D-glucopyranosides. The synthesis of a range of such 6'-deox y disaccharide derivatives is reported.