Electrochemical generation of glycosyl triflate pools
Electrochemical generation of glycosyl triflate pools
复制标题
DOI：
10.1021/ja072440x
复制
发表时间：
2007-09-05
影响因子：
15
通讯作者：
Yoshida, Jun-Ichi
中科院分区：
文献类型：
--
作者：
Nokami, Toshiki;Shibuya, Akito;Yoshida, Jun-Ichi
在三氟甲磺酸四丁基铵（Bu-4-NOTf）作为支持电解质的存在下，通过硫代葡萄糖苷、硫代半乳糖苷和硫代甘露糖苷等硫代糖苷的低温电化学氧化，生成并积累了糖基三氟甲磺酸酯，其在糖基化反应中起重要的中间体作用。通过低温NMR测量表征由此获得的糖基三氟甲磺酸酯溶液（糖基三氟甲磺酸酯池）。研究了糖基三氟甲磺酸酯的热稳定性及其与糖基受体的反应。
Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were generated and accumulated by the low-temperature electrochemical oxidation of thioglycosides such as thioglucosides, thiogalactosides, and thiomannosides in the presence of tetrabutylammonium triflate (Bu-4-NOTf) as a supporting electrolyte. Thus-obtained solutions of glycosyl triflates (glycosyl triflate pools) were characterized by low-temperature NMR measurements. The thermal stability of glycosyl triflates and their reactions with glycosyl acceptors were also examined.