Total Synthesis of Thiostrepton, Part 1: Construction of the Dehydropiperidine/Thiazoline‐Containing Macrocycle

Abstract

A cornerstone of the RNA-binding antibiotic thiostrepton, namely the dehydropiperidine–thiazoline macrocyclic domain (see formula), was constructed through a hetero-Diels–Alder-type dimerization of an azadiene and selective elaboration of the resulting dehydropiperidine system.