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

Ezzat Rafiee; Shahram Tangestaninejad; Mohammad H Habibi; Valiollah Mirkhani

doi:10.1016/j.bmcl.2004.03.110

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

Bioorg Med Chem Lett. 2004 Jul 5;14(13):3611-4. doi: 10.1016/j.bmcl.2004.03.110.

Authors

Ezzat Rafiee¹, Shahram Tangestaninejad, Mohammad H Habibi, Valiollah Mirkhani

Affiliation

¹ Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran. e.rafiee@sci.ui.ac.ir

PMID: 15177485
DOI: 10.1016/j.bmcl.2004.03.110

Abstract

Treatment of tri-O-acetyl-d-glucal 1 with several alcohols in the presence of catalytic amount of POM (K(5)CoW(12)O(40).3H(2)O) 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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzyl Alcohol / chemistry
Catalysis
Cobalt / chemistry*
Glycosides / chemical synthesis*
Glycosylation
Models, Chemical
Phenols / chemistry
Potassium / chemistry*
Solvents / chemistry
Tungsten Compounds / chemistry*

Substances

Glycosides
Phenols
Solvents
Tungsten Compounds
Cobalt
Benzyl Alcohol
Potassium