A solid-supported acidic oxazolium perchlorate as an easy-handling catalyst for the synthesis of modified pyrimidine nucleosides via Vorbruggen-type N-glycosylation

作者：Basu Nabamita; Oyama Kin ichi; Tsukamoto Masaki^*

来源：Tetrahedron Letters, 2017, 58(20): 1921-1924.

DOI：10.1016/j.tetlet.2017.03.046

• N-Glycosylation
• Pyrimidine nucleoside
• Polyoxazole
• Acidic oxazolium perchlorate

A solid-supported acidic oxazolium perchlorate was investigated as a heterogeneous catalyst in N-glycosylation reactions using silylated modified pyrimidines and an acylated ribose or glucose to afford the corresponding pyrimidine nucleosides. This salt is a nonhygroscopic and stable powder whose activity is comparable to that of 2-methyl-5-phenylbenzoxazolium perchlorate. A reaction with this polymer catalyst can be conducted on a gram scale. Reusability of the solid-supported catalyst was also investigated.

• 出版日期2017-5-17