A new versatile strategy for C-aryl glycosides
Krishna P Kaliappan1, Ayyagari V Subrahmanyam
1Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai 400 076, India. kpk@chem.iitb.ac.in
Organic Letters
|February 24, 2007
Summary
A new strategy synthesizes C-aryl glycosides using enyne metathesis, Diels-Alder, and aromatization. This versatile method efficiently produces diverse C-aryl glycoside compounds.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Carbohydrate Chemistry
Background:
- C-aryl glycosides are important structural motifs in medicinal chemistry.
- Efficient synthetic routes to C-aryl glycosides are highly sought after.
Purpose of the Study:
- To develop a versatile and efficient strategy for the synthesis of C-aryl glycosides.
Main Methods:
- Sequential intermolecular enyne metathesis of C-alkynyl glycosides with ethylene.
- Diels-Alder reaction.
- Aromatization reactions.
Main Results:
- Successful development of a novel synthetic strategy.
- Production of a range of C-aryl glycosides.
- Demonstration of the versatility of the developed method.
Conclusions:
- The developed strategy provides a powerful new route to C-aryl glycosides.
- This method offers a valuable tool for accessing diverse C-aryl glycoside structures.
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