The use of cesium dibenzyl and diphenyl phosphates for stereoselective synthesis of glycosyl phosphate derivatives

Article abstract of DOI:10.1007/BF02494931

Peracetates of β-glycosyl dibenzyl phosphates are formed efficiently in the reaction of cesium dibenzyl phosphate with peracetyl-α-glycosyl nitrates derived from L-fucopyranose, D-galactopyranose, and 2-azido-2-deoxy-D-galactopyranose or with tri-O-acetyl-α-L-fucopyranosyl bromide. On the contrary, the reaction of the above-mentioned glycosyl nitrates with cesium diphenyl phosphate leads to thermodynamically more stable α-glycosyl diphenyl phosphate via intermediate formation of the corresponding β-anomers.