STEREOSELECTIVE SYNTHESIS OF 3'-FLUORO- AND 3'-AZIDO-4'-METHYL-2', 3'-D-GLYCERO-PENTOFURANOSIDE-5-FLUOROURACILS

Abstract Total stereoselective synthesis of 2,3-dideoxy-3-fluoro- and 2,3-dideoxy-3-azido- d - glycero -pentose and their condensation with 5-fluorouracil is described. The key step in this synthesis is nucleophilic cleavage of a chiral epoxyalcohol, prepared from commercially available 2-methyl-2-butenal.