Glycosylation with sulfoxide-based glycosyl donors
Pinru Wu1, Jing Zeng1, Lingkui Meng1
1School of Pharmacy, Huazhong University of Science and Technology, Wuhan, Hubei, 430030, China.
Chemical Communications (Cambridge, England)
|July 24, 2024
Summary
Glycosyl sulfoxide donors are key in carbohydrate chemistry for forming complex sugars. This review covers their development and use in glycosylation reactions, highlighting future directions.
Area of Science:
- Carbohydrate Chemistry
- Organic Synthesis
- Glycosylation
Background:
- Sulfoxides are increasingly important in carbohydrate chemistry.
- Sulfinyl groups can act as leaving groups at or near the anomeric center.
- Glycosyl sulfoxide donors offer unique reactivity in forming glycosidic bonds.
Purpose of the Study:
- To review the advancements in glycosyl sulfoxide donors for glycosylation.
- To discuss the challenges and opportunities in this field.
- To promote understanding and progress in carbohydrate synthesis.
Main Methods:
- Literature review of glycosyl sulfoxide chemistry.
- Analysis of glycosylation reaction mechanisms involving sulfoxide donors.
- Discussion of synthetic strategies and applications.
Main Results:
- Sulfoxide donors have evolved significantly, offering versatile glycosylation methods.
- Various sulfoxide structures enable controlled stereochemical outcomes.
- Key advancements have overcome previous limitations in sulfoxide donor utility.
Conclusions:
- Glycosyl sulfoxide donors represent a powerful tool in modern carbohydrate chemistry.
- Continued research promises further innovations in glycosylation strategies.
- This class of donors is crucial for synthesizing complex carbohydrates and glycoconjugates.
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