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Issue 6, 2010
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Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues

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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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Publication details

The article was received on 28 Oct 2009, accepted on 05 Dec 2009 and first published on 25 Jan 2010


Article type: Paper
DOI: 10.1039/B922442D
Citation: Org. Biomol. Chem., 2010,8, 1445-1454
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    Synthesis and O-phosphorylation of 3,3,4,4-tetrafluoroaryl-C-nucleoside analogues

    L. Bonnac, S. E. Lee, G. T. Giuffredi, L. M. Elphick, A. A. Anderson, E. S. Child, D. J. Mann and V. Gouverneur, Org. Biomol. Chem., 2010, 8, 1445
    DOI: 10.1039/B922442D

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