Abstract
Peracetates of β-glycosyl dibenzyl phosphates are formed efficiently in the reaction of cesium dibenzyl phosphate with peracetyl-α-glycosyl nitrates derived froml-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 phosphatevia intermediate formation of the corresponding β-anomers.
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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1924–1928, November, 2000.
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Illarionov, P.A., Torgov, V.I. & Shibaev, V.N. The use of cesium dibenzyl and diphenyl phosphates for stereoselective synthesis of glycosyl phosphate derivatives. Russ Chem Bull 49, 1895–1898 (2000). https://doi.org/10.1007/BF02494931
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DOI: https://doi.org/10.1007/BF02494931