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MILD AND SELECTIVE O-GLYCOSYLATIONS OF PRIMARY ALCOHOLS WITH THE THIOGLUCOSAMINIDE DERIVATIVE PROMOTED BY N-IODOSUCCINIMIDE AND HBF(4)-ADOSROBED ON SILICA GEL.
Heterocycles ( IF 0.6 ) Pub Date : 2009-05-12 , DOI: 10.3987/com-09-s(s)24
Michio Kurosu 1 , Kai Li
Affiliation  

Selective glycosylations of primary alcohols with the thioglucosaminide 1 are achieved by using NIS and HBF(4)-SiO(2). HBF(4)-SiO(2) is a mild Brønsted acid which requires primary alcohols or phenols to effectively activate 1 with NIS at rt. A wide range of functional groups are tolerated under these conditions.

中文翻译:

N-碘代琥珀酰亚胺和 HBF(4) 促进的硫代葡萄糖胺衍生物在硅胶上的轻度和选择性 O-糖基化。

通过使用 NIS 和 HBF(4)-SiO(2) 实现了伯醇与 thioglucosaminide 1 的选择性糖基化。HBF(4)-SiO(2) 是一种温和的布朗斯台德酸,需要伯醇或酚类才能在室温下用 NIS 有效激活 1。在这些条件下可以容忍范围广泛的官能团。
更新日期:2019-11-01
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