Synthesis of fluorinated carbocyclic nucleosides: preparation of carbocyclic 1-(2′-deoxy-6′-fluororibofuranosyl)-5-iodouracils

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)].