1,5-Anhydro-4,6-O-benzylidene-D-glucitol was used as starting material for
the synthesis of 1,5-anhydro-2,4-dideoxy-D-mannitol nucleosides with an ade
nine and uracil base moiety. The compound with a purine base was obtained b
y direct nucleophilic substitution of a triflate. The pyrimidine nucleoside
could be obtained by epoxide opening followed by inversion of configuratio
n at the 3'-position. Both nucleosides adopt a C1 conformation with an axia
l base moiety.