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Updated: Jun 17, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Syntheses of difluorinated carbasugar phosphates from trifluoroethanol
Timo Anderl1, Christophe Audouard, Afjal Miah
1Department of Chemistry, University of Leicester, University Road, Leicester, LE1 7RH, UK.
Abstract:
Difluorinated cyclohexene diols (prepared from trifluoroethanol) can be elaborated to racemic analogues of phosphorylated sugars via regioselective protection and phosphorylation of the exposed C-1 hydroxyl group. Cis-diol protection was achieved using stannylene methodology, though the regioselectivity depended on the orientation of the methyl group at C-5. UpJohn dihydroxylation is effective with the phosphotriester in place and global deprotection to the tetrol monophosphates is efficient.
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