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Synthesis of glycosyl phosphates from acetylated glycosyl nitrates

Lookup NU author(s): Dr Ian Hancock

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Abstract

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.

Publication metadata

Author(s): Illarionov PA, Torgov VI, Hancock IC, Shibaev VN

Publication type: Article

Publication status: Published

Journal: Tetrahedron Letters

Year: 1999

Volume: 40

Issue: 22

Pages: 4247-4250

Print publication date: 28/05/1999

ISSN (print): 0040-4039

ISSN (electronic): 1873-3581

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/S0040-4039(99)00698-X

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

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