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Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues†
Laurent Bonnac,Sarah E. Lee,Guy T. Giuffredi,Lucy M. Elphick,Alexandra A. Anderson,Emma S. Child,David J. Mann,V\u00e9ronique Gouverneur
Organic & Biomolecular Chemistry Pub Date : 01/25/2010 00:00:00 , DOI:10.1039/B922442D
Abstract

Enantioenriched tetrafluorinated aryl-C-nucleosides were synthesised in four steps from 1-benzyloxy-4-bromo-3,3,4,4-tetrafluorobutan-2-ol. The presence of the tetrafluorinated ethylene group is compatible with O-phosphorylation of the primary alcohol, as demonstrated by the successful preparation of the tetrafluorinated naphthyl-C-nucleotide.

Graphical abstract: Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues
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