A new and concise approach for the stereoselective introduction of b-arabinofuranosides

CARB 30

yu Rao, yrao@chem.uga.edu1, xiaoming Zhu2, and Geert-Jan Boons2. (1) Department of Chemistry, University of Georgia, 200 rogers road, apt.P 207, athens, GA 30605, (2) Complex Carbohydrate Research Center, University of Georgia, athens, GA 30605
Polysaccharides containing D- or L-b-arabinofuranose residues are important components of plant cell walls where they play important roles in cell differentiation and development. The preparation of b-arabinofuranoses is challenging because there are no facile and reliable approaches for the stereoselective introduction of these glycosidic linkages. We have developed a new and concise approach for the stereoselective introduction of b-arabinofuranosides using a thioarabinosyl donor that is locked in one conformation by a di-t-butylsilyl protecting group at C3 and C5. A range of primary and secondary glycosyl acceptors has been glycosylated with this donor and in each case predominantly or exclusive b-arabinofuranosides were obtained.
 

General Posters
6:00 PM-8:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Division of Carbohydrate Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006