Total Synthesis of(+)-Phomopsolide C by Ring-Size Selective Ring-Closing Metathesis/Cross-Metathesis

摘要

A new strategy for the synthesis of chiral 6-substituted 5,6-dihydro-5-hydroxypyran-2-ones by ring-size selective ring-closing metathesis(RCM)and its application to a short total synthesis of(+)-phomopsolide C are described.The key bond-forming reactions in this approach are a chemoselective cross-metathesis(CM)and RCM.Dutch elm disease can destroy a healthy 100-year-old American elm in as little as two weeks.