Synthesis and reactions of novel azidodeoxy and diazosugars

CARB 29

Iulia Sacui, pnorris@ysu.edu, Monica Vicarel, Roberto Risi, Matthias Zeller, mzeller@cc.ysu.edu, and Peter Norris, pnorris@ysu.edu. Department of Chemistry, Youngstown State University, 1 University Plaza, Youngstown, OH 44555
We are interested in the synthesis of novel heterocylic compounds from azidodeoxy sugars and diazosugars and have studied a number of systems derived mainly from furanose scaffolds. Cycloaddition and Staudinger reactions on the azides produce interesting derivatives while metal-catalyzed decomposition of the diazosugars leads to insertion chemistry, including the formation of novel dimeric ethers. Attempted synthesis of glycosyl O-linked diazoesters has resulted in a novel one-pot synthesis of glycosyl azides. We will present results from a number of furanose systems, including X-Ray crystal structures of some of the products.
 

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

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Carbohydrate Chemistry

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