Fluorination at the C-8 of purine nucleosides

ORGN 154

Barbara Zajc, barbaraz@sci.ccny.cuny.edu, Pallavi Lagisetty, pollapallavi@yahoo.com, and Arun K Ghosh, akghosh@sci.ccny.cuny.edu. Department of Chemistry, The City College and The City University of New York, 138th Street at Convent Avenue, New York, NY 10031
Synthesis of 8-fluoro purine 2'-deoxyribonucleosides as well as ribonucleosides was achieved for the first time via metalation-fluorination. Phenylsulphonyl byproducts were obtained in some cases suggesting a competing radical process. Conformational analysis of the 8-fluoro nucleosides by NMR will also be presented.

 

Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007