Total synthesis of fluvirucinine A1

An efficient and highly stereocontrolled convergent synthesis of fluvirucinine A1 is reported herein. In fluvirucinine A1 both C5–C13 and C1–C4 fragments were accessed from a common intermediate 6 derived from (S)-Roche ester in 15 and 7 steps, respectively. The key steps involve Evans asymmetric alkylation, Sharpless asymmetric epoxidation, amidation and a ring-closing metathesis reaction (RCM) for macrocyclization.