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Synlett 1998; 1998(12): 1420-1422
DOI: 10.1055/s-1998-1986
DOI: 10.1055/s-1998-1986
letter
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A Highly Stereoselective Construction of Glycosyl-β-(1 → 4)-Galactoside Linkages by Reductive Cleavage of Cyclic Orthoesters
Further Information
Publication History
Publication Date:
31 December 2000 (online)
Sterically congested glycosyl-β-(1 → 4)-galactosides were stereoselectively obtained by the reduction of glycosidic spiroorthoesters in high yield. It was notable that mannosyl-β-(1 → 4)-galactosides were efficiently synthesized by this method, because β-selective mannosylation still remains a particular problem in oligosaccharide synthesis.
β-glycosylation - sugar-orthoester - reductive cleavage - β-(1 → 4)-glycoside - cyclic orthoester