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DOI: 10.1055/a-2595-1603
Organocatalyzed Glycosylation for the Stereoselective Synthesis of O/C-Glycosides
The authors gratefully acknowledge financial support by the Science and Engineering Research Board (SERB), DST, Govt. of India (Grant No. CRG/2022/003936). S. D. thanks to the Science and Engineering Research Board (SERB), DST, Govt. of India for the research fellowships.
Abstract
Oligosaccharides play a pivotal role in biological systems and support immune function due to their unique sugar structures. For a better understanding of the biochemical processes, it is essential to need pure and structurally well-defined oligosaccharides. Even though there has been significant progress in the synthesis of oligosaccharides, the efficient and stereoselective synthesis of glycosidic bonds through chemical glycosylation remains a challenging task for chemists. Organocatalysis is an exciting field in chemistry that utilizes small organic molecules as catalysts to accelerate chemical reactions under substoichiometric conditions. These catalysts offer advantages like environmentally friendly conditions, high selectivity, and efficiency for synthesizing complex molecules. In the last few years, organocatalyzed glycosylation has significantly progressed in carbohydrate chemistry particular to the stereoselective synthesis of oligosaccharides. This personal account describes the organocatalytic glycosylation methodologies developed by our group for activation of trichloroacetimidate donor and glycal substrates resulting in the specific formation of α- or β-glycosidic bonds.
1 Introduction
2 Trichloroacetimidate Donor
3 Glycals
4 Conclusion
Publication History
Received: 18 March 2025
Accepted after revision: 25 April 2025
Accepted Manuscript online:
25 April 2025
Article published online:
16 June 2025
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