O-[Methyl (2-O-acetyl-3-O-benzyl-4-O-levulinyl-alpha and beta-L-idopyr
anosid)uronate] trichloroacetimidate and the corresponding n-pentenyl
glycosides are efficient L-iduronic acid glycosyl donors. Both have be
en used for the high-yielding synthesis of basic disaccharide blocks w
hich are useful for the subsequent synthesis of complex oligosaccharid
es related to heparin/heparan sulfate, and dermatan sulfate. In contra
st, the corresponding thioethyl glycosides, thiophenyl glycosides, and
fluoride, did not yield the expected disaccharides.