Total Synthesis of (+)‐Migrastatin

Abstract (+)‐Migrastatin, an antimetastatic agent, was synthesized by using three ruthenium‐catalyzed metathesis reactions: a ring‐closing metathesis (RCM) to control the ( Z )‐trisubstituted double bond at C11–C12, another RCM at C6–C7 to establish the macrolactone core, and a cross‐metathesis to install the glutarimide side chain at C16–C17. The stereogenic centers at C9, C10, C13, and C14 were introduced by using two stereoselective crotylmetalations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)