American Chemical Society
ol0c03394_si_001.pdf (8.6 MB)

Long-Range Stereodirecting Participation across a Glycosidic Linkage in Glycosylation Reactions

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journal contribution
posted on 2020-12-22, 17:10 authored by Weizhun Yang, Jicheng Zhang, Chia-Wei Yang, Sherif Ramadan, Richard Staples, Xuefei Huang
The formation of an unprecedented 12-membered macrocyclic ketal through the long-range participation of a levulinoyl group across a glycosidic linkage was observed in glycosylation reactions. This finding indicated that stereodirecting participation is not limited to groups within the glycan ring being activated, thus broadening the scope of remote group participation in glycosylation.