Synthesis of glycosyl phosphates from acetylated glycosyl nitrates

Article abstract of DOI:10.1016/S0040-4039(99)00698-X

Acetylated α-glycosyl nitrates were efficiently converted under mild conditions into protected β-glycosyl phosphates by treatment with cesium dibenzyl phosphate or into thermodynamically more stable α-glycosyl phosphate derivatives upon interaction with cesium diphenyl phosphate. These reactions were found to be applicable both to 2-azido-2,6-dideoxy- and 2-azido-2-deoxygalactopyranosyl nitrates as well as to 6-deoxygalactopyranosyl and galactopyranosyl derivatives.