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Synthesis of some biologically relevant beta-C-glycoconjugates
Maarten H D Postema1, Jared L Piper
1Department of Chemistry, Wayne State University, Detroit, Michigan 48202, USA. mpostema@chem.wayne.edu
Organic Letters
|May 9, 2003
Abstract:
[reaction: see text] An esterification-RCM approach to a variety of biologically relevant beta-C-glycoconjugates is reported herein. A range of carboxylic acids were coupled with several different olefin alcohols 1 to provide esters 3. The esters were then converted to the final ring-closed product 6 in three steps in 49-60% overall yield. The formed compounds are biologically relevant and serve as stable carbohydrate mimics of the corresponding O-glycosides.