Synthesis of C14–C21 acid fragments of cytochalasin Z8via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling

Abstract

An efficient synthesis of the C14–C21 acid fragment of cytochalasin Z₈ was accomplished in 10 steps with 14% overall yield. Boron-mediated anti-selective aldol condensation and Pd(OAc)₂–Aphos-Y-catalysed B-alkyl Suzuki–Miyaura cross-coupling were employed to construct the requisite C17 and C18 stereogenic centres and alkene subunit.