由硫代缩醛生成烷氧基碳鎓离子库及其在糖基化化学中的应用。
Generation of alkoxycarbenium ion pools from thioacetals and applications to glycosylation chemistry.
作者信息
Suzuki Shinkiti, Matsumoto Kouichi, Kawamura Kohsuke, Suga Seiji, Yoshida Jun-ichi
机构信息
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan.
出版信息
Org Lett. 2004 Oct 14;6(21):3755-8. doi: 10.1021/ol048524h.
[reaction: see text] Alkoxycarbenium ions have been generated and accumulated as "cation pools" by the low-temperature electrochemical oxidation of alpha-phenylthioethers. Although an unsuccessful attempt to accumulate glycosyl cations was made, a one-pot method for electrochemical glycosylation, which involves anodic oxidation of thioglycosides to generate glycosyl cation equivalents followed by their reactions with glycosyl acceptors, has been developed.
[反应：见正文] 通过α-苯硫醚的低温电化学氧化，已生成并积累了烷氧基碳鎓离子作为“阳离子池”。尽管积累糖基阳离子的尝试未成功，但已开发出一种电化学糖基化的一锅法，该方法涉及硫代糖苷的阳极氧化以生成糖基阳离子等价物，随后它们与糖基受体反应。
Zotero 插件