-A new stereoselective preparation of N-aceyl-D-galactosamine (1b) starting from the know pmethoxyphenyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (10) is described using a simple strategy based on: (a) epimerization at C-2 of 10 via oxidation-reduction to give the talo derivative 11, (b) amination with configurational inversion at C-2 of 11 via a SN2 on its 2-imidazylate, (c) anomeric deprotection of the pmethoxyphenyl β-D-galactosamine glycoside 14, (d) complete deprotection. Applying the same protocol to 2,3:5,6:3',4'-tri-O-isopropylidene-6'-O-(1-methoxy-1-methylethyl)-lactose dimethyl acetal (4), directly obtained through acetonation of lactose, the disaccharide β-D-GalNAcp-(1→4)-D-Glcp (1a) was obtained with complete stereoselectivity in good (40%) overall yield from lactose.