A mild, efficient and alpha-selective glycosidation by using potassium dodecatungstocobaltate trihydrate as catalyst.
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.
Rafiee
Ezzat
E
Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran. e.rafiee@sci.ui.ac.ir
Tangestaninejad
Shahram
S
Habibi
Mohammad H
MH
Mirkhani
Valiollah
V
D019905:Benzyl Alcohol / Q000737:chemistry; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis*; D006031:Glycosylation; D008956:Models, Chemical; D010636:Phenols / Q000737:chemistry; D011188:Potassium / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D017973:Tungsten Compounds / Q000737:chemistry*
D006027:Glycosides; D010636:Phenols; D012997:Solvents; D017973:Tungsten Compounds; D003035:Cobalt; D019905:Benzyl Alcohol; D011188:Potassium