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Updated: May 5, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Iron-Catalyzed Stereospecific Heterocycle N-Glycosylation with Glycal Epoxides
Xiao-Wen Zhang1, Dakang Zhang1, Zixiang Jiang1
1Department of Chemistry, Brandeis University, 415 South Street, Waltham, Massachusetts 02453, United States.
Abstract:
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.
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