In situ activating glycosylation of 6-deoxysugars: Synthesis of O-alpha-D-fucosyl-(1 -> 4)-O-alpha-D-fucosyl-(1 -> 4)-O-alpha-D-quinovosyl-(1 -> 4)-D-quinovose
S. Koto et al., In situ activating glycosylation of 6-deoxysugars: Synthesis of O-alpha-D-fucosyl-(1 -> 4)-O-alpha-D-fucosyl-(1 -> 4)-O-alpha-D-quinovosyl-(1 -> 4)-D-quinovose, B CHEM S J, 73(4), 2000, pp. 967-976
The linear tetrasaccharide, alpha-D-fucopyranosyl-(1-->4)-alpha-D-fucopyran
osyl-(1-->4)-alpha-D-quinovopyranosyl-(1-->4)- D-quinovopyranose, the sugar
cluster of asterosaponin A from the starfish, Asrerias amurensis, was synt
hesized in a convergent manner We employed an in situ activating glycosylat
ion using 1-OH sugar derivatives and a system of p-nitrobenzenesulfonyl chl
oride, silver trifluoromethanesulfonate, and triethylamine as well as a rel
ated system.