Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues.

Journal article

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: Bonnac, L; Lee, SE; Giuffredi, G; Elphick, L; Anderson, A

• Publication status: Published
• Journal: Organic and biomolecular chemistry
• Volume: 8
• Issue: 6
• Pages: 1445-1454
• Publication date: 2010-03-01
• DOI: 10.1039/b922442d
• EISSN: 1477-0539
• ISSN: 1477-0520
• Language: English
• Keywords: Phosphorylation; Nucleosides; Halogenation; Substrate Specificity; Butanols; Oxygen; Stereoisomerism