Thiourea-catalyzed glycosylation: a breakthrough in stereoselective synthesis of oligosaccharides
Shubhi Dwivedi1, Swati Thakur1, Abhijit Sau1
1Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, 502284, Sangareddy, Telangana, India. asau@chy.iith.ac.in.
Abstract:
Oligosaccharides are vital biomolecules that play an essential role in various biological functions. For studying biochemical processes, it is essential to have access to pure as well as structurally well-defined oligosaccharides. However, achieving high yields with excellent anomeric stereoselectivity through chemical glycosylation remains a challenging task for chemists. In the last few years, thiourea-catalyzed glycosylation has offered promising progress in carbohydrate chemistry due to its ability to catalytically activate glycosyl donors through non-covalent interactions, particularly hydrogen bonding. These thiourea catalysts have emerged as powerful organocatalysts, gaining popularity for facilitating highly stereoselective glycosylation reactions. This review highlights recent developments in thiourea-catalyzed glycosylation, a field still in its early stages but showing significant potential.
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