The reaction of bromide, chloride, and iodide ions with 1, 2, 3, 4-tetra-0-acetyl-6-0- [(trifluoromethyl)-sulfonyl]-~-~-glucopyranose under the proper conditions gives excellent yields of the corresponding deoxyhalogeno sugars. Deoxyiodo sugars form readily under all conditions studied. Difficulties with displacements by bromide and chloride are encountered but can be overcome by appropriate modification of reaction conditions. Displacement ...
