Efforts toward the synthesis of bis(butyrolactone) natural products

CHED 567

Kevin J. Quinn, kquinn@holycross.edu, Department of Chemistry, College of the Holy Cross, One College Street, Worcester, MA 01610 and John B. Ortolani, Department of Chemistry, College of Holy Cross, One College Street, Worcester, MA 01610.
Xylobovide, canadensolide and sporothriolide are members of a group of structurally related mold metabolites with wide-ranging biological activities. We will describe a flexible synthetic approach to these natural products featuring a tandem ring-closing metathesis/cross metathesis reaction for efficient lactone ring formation and side chain extension. Our efforts toward establishment of the fused ring system by radical cyclization will also be discussed.