Asymmetric Synthesis of the C1–C13 Fragment of the Marine Metabolite Bistramide K

Abstract

AbstractA synthetic study on the construction of the C1–C13 fragment of bistramide K is described. This unit differs from other members of the bistramide family, which are equipped with a pyran structure at C6–C11. In bistramide K, the linear C1–C13 portion contains three stereogenic centers as well as two supplementary (E)‐olefin positions. The key step in the synthesis was the elaboration of the (E)‐olefin C6–C7 by using a Julia–Kocienski reaction between aldehyde 4 and benzothiazolesulfone 15.