Synthesis and transformations of d-glucuronic and l-iduronic acid glycals

d-Glucuronic acid glycals can be efficiently synthesized from diacetone glucose or tri- O-acetyl glycal and can be transformed into d-glucuronic acid donors and acceptors in high yields. Base catalyzed epimerization of d-glucuronic acid glycals provides access to the corresponding l-iduronic acid gl...

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Bibliographic Details
Published in:Tetrahedron letters 2001-06, Vol.42 (23), p.3811-3814
Main Authors: Schell, Peter, Orgueira, Hernan A, Roehrig, Susanne, Seeberger, Peter H
Format: Article
Language:English
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Summary:d-Glucuronic acid glycals can be efficiently synthesized from diacetone glucose or tri- O-acetyl glycal and can be transformed into d-glucuronic acid donors and acceptors in high yields. Base catalyzed epimerization of d-glucuronic acid glycals provides access to the corresponding l-iduronic acid glycals. Both d-glucuronic and l-iduronic acid glycals were transformed into glycosylating agents for use in the synthesis of glycosaminoglycan oligosaccharides. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00607-4