Abstract
Treatment of methyl 2, 3-di-O-benzyl-α-L-arabino-pentodialdo-1, 4-furanoside (1) with nitromethane in the presence of sodium methoxide afforded an epimeric mixture of methyl 2, 3-di-O-benzyl-6-deoxy-6-nitro-α-L-altro-(2c) and -β-D-galactofuranoside (3c) in a ratio of 2.5 : 1. On the other hand, the analogous treatment of 3-O-benzyl-1, 2-O-isopropylidene-α-D-xylo-pentodialdo-1, 4-furanose (7b) with nitromethane gave 3-O-benzyl-6-deoxy-1, 2-O-isopropylidene-6-nitro-α-D-glucofuranose (8b) predominantly.
