Intramolecular cycloadditions of cyclopentadienones

ORGN 195

Michael Harmata, harmatam@missouri.edu and Kanok-on Rayanil, krdzb@mizzou.edu. Department of Chemistry, University of Missouri-Columbia, 601 S. College Avenue, Columbia, MO 65211
Cyclopentadienones are very reactive and often undergo dimerization very rapidly. They can be generated from 4-bromocyclopentenone or 2-bromocyclopentenone precursors in the presence of bases. We were curious as to whether we could control the generation of cyclopentadienones such that intramolecular dimerization might be possible. Our preliminary studies have shown that such dimerizations are feasible. This report will detail the generation of tetracyclic compounds from intramolecular cyclopentadienone dimerization.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- C301, Oral

Division of Organic Chemistry

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