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2 Polish Journal of Chemistry

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Synthesis and application of S-glycofuranosyl O,O-dietyl phosphorodithioates

Bogusiak J.

Polish Journal of Chemistry

1999

vol. 73 nr 4

619-623

S-Glycosol O, O-diethyl phosphorodithioates derivatives of L-arabino-, D-ribo- and D-xylofyranose can be conveniently prepared by treatment of reducing monosaccharides with tosyl chloride or diphenyl phosphorochloridate and diethyl phosphorodithioate under phase-transfer conditions. Their ability to act as glycosyl donors was demonstrated.

Synthesis of deoxyglycosyl dithiocarbonic acid derivatives

Wandzik I., Szeja W.

Polish Journal of Chemistry

1998

Vol. 72, nr 4

703-709

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.