De novo synthesis of rugulactone

ORGN 679

Melvin S Rajaratnam,, Chemistry, West Virginia University, 217 Clark Hall, Prospect Street, Morgantown, WV 26505 and George A. O'Doherty,, 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.