Tetrahedron Letters p. 1501 - 1504 (1999)
Update date:2022-08-06
Topics:
Hinou, Hiroshi
Kurosawa, Hidehiro
Matsuoka, Koji
Terunuma, Daiyo
Kuzuhara, Hiroyoshi
For the preparation of L-iduronic acid, trehalose was converted into a derivative of a novel disaccharide, β-L-idopyranosyl β-L-idopyranoside, through diastereoselective hydroboration of the 5,5'-di-eno intermediate. The 6- and 6'-hydroxy groups were then oxidized in two steps to give a disaccharide composed of 2 units of L-iduronate moieties, which underwent acidic cleavage of the glycosidic bond to give the target compound.
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