Synthesis of deoxyglycosyl dithiocarbonic acid derivatives

Dithiocarbonic acid esters of deoxy sugars (6-10) can be prepared by treatment of reducing deoxy monosaccharides (1-5) with diphenylphosphoryl chloride and sodium diethyldithiocarbamate or potassium O-ethyldithiocarbonate under phase-transfer conditions (procedure A) or with sodium hydride in anhydrous tetrahydrofuran (procedure B). Good yields and selectivity are reported for acetylated and benzylated derivatives of deoxy sugars, applying procedure B. The probable way of reaction is discussed.