REACTIONS OF SUGAR CHLOROSULFATES: PART VI. THE STRUCTURE OF UNSATURATED CHLORODEOXY SUGARS

Abstract

Methyl α- and β-L-arabinopyranosides when treated with sulfuryl chloride yielded methyl 4-chloro-4-deoxy-α-D-xylopyranoside 2,3-dichlorosulfate and methyl 3,4-dichloro-3,4-dideoxy-β-D-ribopyranoside 2-chlorosulfate respectively. L-Arabinose gave, in addition to 4-chloro-4-deoxy-D-xylosyl chloride 2,3-dichlorosulfate, an unsaturated tetrachloro–tetradeoxy dimer. The structure and mode of formation of these compounds is discussed.