Department of Chemistry, Tufts University , 62 Talbot Avenue, Medford, Massachusetts 02155, United States.
Org Lett. 2014 Mar 21;16(6):1780-2. doi: 10.1021/ol5004059. Epub 2014 Mar 5.
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.
空气稳定和水稳定的碘翁盐苯基(三氟乙基)碘𬭩三氟甲磺酸盐被证明可在室温下激活硫代糖苷进行糖基化反应。有保护基和无保护基的硫代糖苷都能以 68-97%的收率迅速进行糖基化反应。反应条件温和,不需要严格排除空气和水分。该方法操作简单,应该允许具有有限合成背景的实验人员构建糖苷键。