Document Type
Article
Publication Date
12-1-2023
Abstract
Here, we show that the reaction of benzylchalcogenoglycosides with benzyne in the presence of alcohols results in highly 1,2-cis-selective O-glycosylation in a solvent-dependent manner. Thioglycosides, selenoglycosides, and alcohols with a range of nucleophilicities lead to a productive reaction, and unusual protecting groups, auxiliary groups, and additives are avoided.
Publication Source (Journal or Book title)
Organic Letters
First Page
8526
Last Page
8529
Recommended Citation
Duong, T., Valenzuela, E., & Ragains, J. (2023). Benzyne-Promoted, 1,2-cis-Selective O-Glycosylation with Benzylchalcogenoglycoside Donors. Organic Letters, 25 (47), 8526-8529. https://doi.org/10.1021/acs.orglett.3c03502