Department of Chemistry and Biochemistry, University of Missouri-St. Louis, St. Louis, Missouri 63121, United States.
Org Lett. 2011 Jun 3;13(11):2928-31. doi: 10.1021/ol2009818. Epub 2011 May 12.
It is reported that stable glycosyl sulfonium salts can be generated via direct anomeric S-methylation of ethylthioglycosides. Mechanistically, this pathway represents the first step in the activation of thioglycosides for glycosidation; however, it can further allow for the synthesis and isolation of quasi-stable sulfonium ions, representing a new approach for studying these key intermediates.
据报道,通过乙基硫代糖苷的直接端基 S-甲基化可以生成稳定的糖基硫鎓盐。从机理上讲,这条途径代表了硫糖苷糖基化活化的第一步;但它还可以进一步允许准稳定的硫鎓离子的合成和分离,为研究这些关键中间体提供了一种新方法。