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Thioglycosides in sequential glycosylation strategies
Jeroen D C Codée1, Remy E J N Litjens, Leendert J van den Bos
1Leiden Institute of Chemistry, Leiden University, P. O. Box 9502, 2300 RA Leiden, The Netherlands.
Chemical Society Reviews
|August 16, 2005
Summary
This review explores thioglycosides for sequential glycosylation, highlighting chemoselective, orthogonal, and iterative strategies developed since 2000. It covers fundamental glycosidic bond formation and advanced methods.
Area of Science:
- Carbohydrate Chemistry
- Organic Synthesis
- Glycosylation Methodologies
Background:
- Thioglycosides are versatile building blocks in carbohydrate chemistry.
- Developing efficient glycosylation methods is crucial for synthesizing complex carbohydrates.
Purpose of the Study:
- To review the advancements in sequential glycosylation using thioglycosides.
- To focus on chemoselective, orthogonal, and iterative strategies.
- To present fundamental and state-of-the-art glycosylation techniques.
Main Methods:
- Survey of literature on thioglycoside-mediated glycosylations.
- Analysis of chemoselective, orthogonal, and iterative strategies.
- Discussion of fundamental glycosidic bond formation principles.
Main Results:
- Thioglycosides enable sophisticated sequential glycosylation.
- Numerous chemoselective, orthogonal, and iterative methods have been developed.
- Key advancements in controlling glycosidic bond formation are presented.
Conclusions:
- Thioglycosides are pivotal in modern sequential glycosylation.
- Recent strategies offer enhanced control and efficiency in carbohydrate synthesis.
- The field continues to evolve with innovative methodologies.