Derivatives of ( S)-2-fluoro- l-daunosamine and ( S)-2-fluoro- d-ristosamine were synthesized, starting ultimately from 2-amino-2-deoxy- d-glucose which was converted, according to the literature, into methyl 2-benzamido-4,6- O-benzylidene-2-deoxy-3- O-(methylsulfonyl)-α- d-glucopyranoside ( 2). Treatment of 2 with tetrabutylammonium fluoride gave a 63% yield of (known) methyl 3-benzamido-4,6- O-benzylidene-2,3-dideoxy-2-fluoro-α- d-altropyranoside ( 4), together with a 6% yield of its 2-benzamido-2,3-dideoxy-3-fluoro-α- d- gluco isomer. From 4, the corresponding 6-bromo-2,3,6-trideoxyglycoside 4-benzoate ( 6) was obtained by Hanessian-Hullar reaction. Dehydrobromination of 6, followed by catalytic hydrogenation of the resulting 5-enoside, and subsequent debenzoylation and N-trifluoroacetylation, afforded the fluorodaunosaminide, methyl 2,3,6-trideoxy-2-fluoro-3-trifluoroacetamido-β- l-galactopyranoside. Reductive debromination of 6, followed by debenzoylation and N-trifluoroacetylation, gave the fluororistosaminide, methyl 2,3,6-trideoxy-2-fluoro-3-trifluoroacetamido-α- d-altropyranoside. The 1H-n.m.r. spectra of the new aminofluoro sugars are discussed with respect to the effects of neighboring amino and acylamido substituents on geminal and vicinal 1H– 19F coupling constants, in comparison with the reported effects of oxyge substituents.