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A mild, efficient and α-selective glycosidation by using potassium dodecatungstocobaltate trihydrate as catalyst

Journal: Bioorganic and Medicinal Chemistry Letters (14643405)Year: 5 July 2004Volume: 14Issue: Pages: 3611 - 3614
DOI:10.1016/j.bmcl.2004.03.110Language: English

Abstract

Treatment of tri-O-acetyl-D-glucal3,4,6-Tri-O-acetyl-1,5-anhyro-2-deoxy-D- arabinahex-1-enitol.1 1 with several alcohols in the presence of catalytic amount of POM (K5CoW12O40· 3H2O) as a heterogeneous, reusable, efficient and environmentally benign catalyst under neutral conditions and ambient temperature gave the corresponding 2,3-unsaturated glycopyranosides in excellent yields, with good anomeric selectivity. This catalyst proved to be not efficient for phenols. © 2004 Elsevier Ltd. All rights reserved.