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Iron-Catalyzed Stereospecific Heterocycle N-Glycosylation with Glycal Epoxides
Journal article   Peer reviewed

Iron-Catalyzed Stereospecific Heterocycle N-Glycosylation with Glycal Epoxides

Xiao-Wen Zhang, Dakang Zhang, Zixiang Jiang and Hao Xu
Organic letters
02/19/2026
Handle:
https://hdl.handle.net/10192/79027
PMID: 41715894

Abstract

Ethers Free Radicals Post-translational modification Heterocyclic compounds Chemical Sciences Nucleic Acids
Stereospecific N-glycosylation of heterocycles with glycal epoxides could readily provide valuable building blocks for drug discovery, but heterocycle N-glycosylation with a pyranose-based glycal epoxide is still difficult using existing methods. We report herein an iron-catalyzed stereospecific heterocycle N-glycosylation method for these glycal epoxides in high yields with low catalyst loadings. This method is functional-group-tolerant and effective for a wide variety of functionalized, complex glycal epoxides and heterocycles.
url
https://doi.org/10.1021/acs.orglett.5c05451View
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url
Link to preprint on Research SquareView

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