The epoxide (4) was opened regioselectively using azide ion and fluoride ion to give the alcohols (5) and (13) respectively as the major products; azido alcohol (5) was converted into the anti-viral carbocyclic 2′-deoxy-6′-fluorouridines (11) and (16)[crystal data were obtained on compound (15)].
K. Biggadike, A. D. Borthwick, A. M. Exall, B. E. Kirk, S. M. Roberts, P. Youds, A. M. Z. Slawin and D. J. Williams, J. Chem. Soc., Chem. Commun., 1987, 255 DOI: 10.1039/C39870000255
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