title: Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues.
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.
authors.affiliation: University of Oxford, Chemistry Research Laboratory, Oxford, United Kingdom OX1 3TA.
authors.forename: Laurent
authors.initials: L
authors.lastname: Bonnac
authors.forename: Sarah E
authors.initials: SE
authors.lastname: Lee
authors.forename: Guy T
authors.initials: GT
authors.lastname: Giuffredi
authors.forename: Lucy M
authors.initials: LM
authors.lastname: Elphick
authors.forename: Alexandra A
authors.initials: AA
authors.lastname: Anderson
authors.forename: Emma S
authors.initials: ES
authors.lastname: Child
authors.forename: David J
authors.initials: DJ
authors.lastname: Mann
authors.forename: Véronique
authors.initials: V
authors.lastname: Gouverneur
mesh_terms: D000440:Butanols / Q000737:chemistry; D054879:Halogenation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D010766:Phosphorylation; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000440:Butanols; D009705:Nucleosides; D010100:Oxygen