Related Experiment Video
Updated: Jun 19, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
A Photoacid-Assisted Ag(I)-Catalyzed Glycosylation Based on ortho-Methoxycarbonylethynylphenyl Thioglycosides
Jing-Dong Zhang1, Yu-Peng Yuan1, Jiang-Cheng Wu1
1College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China.
Abstract:
A photoacid-assisted Ag(I)-catalyzed glycosylation based on ortho-methoxycarbonylethynylphenyl thioglycoside donors has been developed. Catalytic AgOTf with eosin Y under visible light enables efficient glycosylations with diverse donors and acceptors resulting in high to quantitative yields and excellent stereoselectivities. The photoacid accelerates Ag(I) turnover without compromising stereoselectivity or acid-labile protecting groups. DFT calculations, gram-scale reactions, and synthesis of trisaccharide further support the proposed mechanism and practicality of this sustainable glycosylation protocol.
More Related Videos
08:46Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
Published on: July 26, 2018
06:00One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
Published on: January 15, 2018
Related Concept Videos
Oligosaccharide Assembly
Multiple sugar molecules that may or may...
Protein Glycosylation
Glycosylation occurs in...
Acid-Catalyzed Aldol Addition Reaction
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Base-Catalyzed Aldol Addition Reaction
Carboxylic Acids to Methylesters: Alkylation using Diazomethane