De novo synthesis of rugulactone

ORGN 679

Melvin S Rajaratnam, mrajarat@mix.wvu.edu, Chemistry, West Virginia University, 217 Clark Hall, Prospect Street, Morgantown, WV 26505 and George A. O'Doherty, george.odoherty@mail.wvu.edu, C. Eugene Bennett Department of Chemistry, West Virgnia University, 284 Prospect Street, 217 Clark Hall, Morgantown, WV 26506.
Rugulactone is a pyranone containing natural product with interesting anti-cancer activity. Our progress toward this natural product will be reported. This short synthetic route begins with a highly enantioselective Krische allylation leading to (S)-hex-5-ene-1,3-diol followed by acylation and ring closing metathesis to furnish the lactone core.
 

Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster

Division of Organic Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009