1,3-Dideoxynojirimycin-3-yl glycosides of β-(1→3)- and β-(1→6)-linked gluco-oligosaccharides

Standard chemical methods involving the use of O-acetylated glycosyl trichloroacetimidates as glycosylating agents were used to prepare the five 1,3-dideoxynojirimycin-3-yl β-(1→3)-linked oligo-glucosides (1-5) and also the β-(1→6)-bonded glucobiose (gentiobiose)-based analogue 6 as potential fungicides. In the course of the work, the β-(1→6), β-(1→6)-linked analogue 8 of 6 and 6-O- and 4-O-β-glucopyranosyl-deoxynojirimycins 7 and 9, respectively, were also produced.