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


ABSTRACT: 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.

SUBMITTER: Yang W 

PROVIDER: S-EPMC8120453 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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

Yang Weizhun W   Zhang Jicheng J   Yang Chia-Wei CW   Ramadan Sherif S   Staples Richard R   Huang Xuefei X  

Organic letters 20201222 4


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. ...[more]

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