Recent development on stereoselective intramolecular O-glycosylation methodology
Anindra Sharma1, Manoj K Jaiswal2, Mangal S Yadav2
1Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi, 221005, India; Department of Chemistry, A.P.S.M. College, Barauni, A Constituent Unit of Lalit Narayan Mithila University, Darbhanga, Bihar, India.
Carbohydrate Research
|March 2, 2025
Summary
Intramolecular glycosylation offers a superior method for synthesizing complex carbohydrates, overcoming challenges in stereoselective control. This review details advancements in three key intramolecular glycosylation strategies for biomedical applications.
Area of Science:
- Carbohydrate Chemistry
- Organic Synthesis
- Biomedical Research
Background:
- Carbohydrates are crucial in biology and medicine, driving demand for pure synthetic forms.
- Chemical synthesis is vital but faces challenges in controlling stereochemistry during glycosylation.
- Complex carbohydrate structures like oligosaccharides require advanced synthetic techniques.
Purpose of the Study:
- To review the fundamentals of intramolecular glycosylation methods.
- To highlight advancements in stereoselective carbohydrate synthesis.
- To showcase the impact of these methods on bioactive molecule synthesis.
Main Methods:
- Exploration of Intramolecular Aglycone Delivery (IAD).
- Analysis of Leaving Group-based Intramolecular Glycosylation.
- Discussion of the Molecular Clamp concept in glycosylation.
Main Results:
- Intramolecular glycosylation provides enhanced selectivity and efficiency over conventional methods.
- These strategies enable precise stereo and regio-control in glycosylation reactions.
- Successful application in synthesizing bioactive O-glycosides and complex glycans.
Conclusions:
- Intramolecular glycosylation is a powerful tool for accessing complex carbohydrate structures.
- These methods are essential for advancing biomedical research and drug development.
- Further development promises even greater control in carbohydrate synthesis.
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