An air- and water-stable iodonium salt promoter for facile thioglycoside activation
An-Hsiang Adam Chu1, Andrei Minciunescu, Vittorio Montanari
1Department of Chemistry, Tufts University , 62 Talbot Avenue, Medford, Massachusetts 02155, United States.
Organic Letters
|March 7, 2014
Abstract:
The air- and water-stable iodonium salt phenyl(trifluoroethyl)iodonium triflimide is shown to activate thioglycosides for glycosylation at room temperature. Both armed and disarmed thioglycosides rapidly undergo glycosylation in 68-97% yield. The reaction conditions are mild and do not require strict exclusion of air and moisture. The operational simplicity of the method should allow experimentalists with a limited synthetic background to construct glycosidic linkages.


