A series of new ring-expanded isosteres (1, 4-oxaheteroepanes) of Ftorafur [1-(2- tetrahydrofuranyl)-5-fluorouracil] has been synthesized. The branching of C-3 of the seven- membered cycloacetal and the electronegativity of the Y group on the 3-YCH2 moities (Y being H, I and Cl), respectively, seem to direct their regiochemical and stereochemical outcome. The more electronegative the group Y is (and favouring accordingly the ...