Synthesis of the C1-C13 Fragment of Biselyngbyaside

Abstract

An advanced intermediate vinyl iodide corresponding to the C1―C13 fragment of the macrolide biselyngbyaside was prepared by a cross-metathesis reaction between vinyl alcohol and alkene building blocks. The latter fragment, containing two stereo-centers, was obtained by employing an asymmetric alkylation, a Wittig reaction, a hydrozirconation, and a Brown allylation as key steps.