Total synthesis of the proposed structure of iriomoteolide-1a

Abstract

The total synthesis of the proposed structure of iriomoteolide-1a has been accomplished via a Yamaguchi esterification and ring closing metathesis sequence between the C(7)–C(23) and newly synthesized Z-alkenoic acid C(1)–C(6) fragments. The spectral data of the synthetic 1, however, is at odds with data reported for the natural product, thus bringing into question the original structural assignment.