Addition of nitroethane to 1,2:3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose (3) gave a mixture of β-nitro alcohols (4), which was acetylated to afford a mixture of β-nitro acetates (5). Dehydroacetylation of the latter gave cis- and trans-6,7,8-trideoxy-1,2:3,4-di-O-isopropylidene-7-C-nitro-α-D-galacto-oct-6-enose (6 and 7) in a ratio of about 6:1, respectively. Addition of ammonia to the cis-nitroolefin (6) gave rapidly a mixture of two stereoisomeric vic-nitroamines (8), which was acetylated to furnish a mixture of two 6-acetamido-6,7-dideoxy-7-C-nitro derivatives (9). The same products (9) were obtained by the action of ammonia in aqueous tetrahydrofuran upon the preponderant β-nitro acetate, followed by acetylation. Vinylation of the aldehyde 3 gave a mixture of allylic alcohols (10); the preponderant epimer was obtained pure in crystalline form. The various 8-carbon sugar derivatives are of interest as potential intermediates in the synthesis of the carbohydrate moiety in lincomycin.