2'-Fluorohexopyranosyl nucleosides la and Ib which contained a bioisos
teric double bond and a fluorine were synthesized in 12 steps, startin
g from D-galactose. During diethylaminosulfur trifluoride (DAST) fluor
ination, retention of stereochemistry was observed through the partici
pation of methoxy or chloro group at the 6-position of the purine base
. The final nucleosides 1a and 1b were found to be inactive against HI
V-1 and HSV-1,2.