1. 4-(2′-Phenylethynylphenyl)phenyl glycosides as glycosylation donors.
- Author
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Liu, Wei, Wang, Ziqiang, Gulzar, Tayyab, Zhang, Xiaodong, Ding, Guoping, Xu, Peng, and Yu, Biao
- Subjects
TRISACCHARIDES ,GLYCOSIDES ,GLYCOSYLATION ,CARBOHYDRATES ,HEPARIN - Abstract
We have disclosed that 3,5-dimethyl-4-(2′-phenylethynylphenyl)phenyl (EPP) glycosides could be employed as glycosylation donors via an unprecedented activation mechanism. Here we report that the EPP glycosides without the 3,5-dimethyl groups, which were previously installed to prevent the plausible Friedel-Crafts-type side reactions, can also undergo glycosylation effectively. Employing such an EPP 2-azidoglucoside as donor, the construction of the challenging α-GlcN-(1→4)-GlcA linkage is realized, leading to a heparin trisaccharides precursor. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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