Synthesis of beta-D-ribofuranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 3)-L-rhamnopyranose by in situ activating glycosylation using 1-OH sugar derivative and Me3SiBr-CoBr2-Bu4NBr-molecular sieves 4A system
M. Hirooka et al., Synthesis of beta-D-ribofuranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 3)-L-rhamnopyranose by in situ activating glycosylation using 1-OH sugar derivative and Me3SiBr-CoBr2-Bu4NBr-molecular sieves 4A system, B CHEM S J, 74(9), 2001, pp. 1679-1694
beta -D-Ribofuranosyl-(1 -->3)-alpha -L-rhamnopyranosyl-(1 -->3)-L-rhamnopy
ranose, the trisaccharide repeating unit of the C.freundii O28, 1c O-specif
ic polysaccharide, was synthesized using in situ activating glycosylation o
f the 1-OH sugar derivatives and a reagent mixture of trimethylsilyl bromid
e, cobalt(II) bromide, tetrabutylammonium bromide, and molecular sieves 4A.
Regioselective tritylation was useful for synthesizing the 3-OH derivative
s of methyl, allyl, and benzyl alpha -L-rhamnosides.