Formal Total Synthesis of (–)-5,6-Dihydrocineromycine B

An efficient and highly convergent formal total synthesis of the 14-membered macrolide (–)-5,6-dihydrocineromycine B is achieved. Key reaction sequences include a Sharpless asymmetric epoxidation followed by esterification for the formation of a fully functionalized acyclic precursor, Corey–Bakshi–Shibata reduction, and ring-closing metathesis, respectively.