Work

Iron-Catalyzed Stereospecific Heterocycle N-Glycosylation with Glycal Epoxides

Year: 2026

Type: article

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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c05451

Authors: Xiao-Wen Zhang, Dakang Zhang, Zixiang Jiang, Hao Xu

Institution: Brandeis University

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Institutes of Health, National Institute of General Medical Sciences