Total Synthesis and Absolute Configuration of Macrocidin A, a Cyclophane Tetramic Acid Natural Product

Abstract

Stereocontrolled access to the cyclophane framework of macrocidin A has been achieved for the first time. The key steps include the iridium-catalyzed asymmetric hydrogenation without fission of the CI bond, the macrolactam formation by intramolecular ketene trapping, and the Lacey–Dieckmann cyclization for the construction of the tetramic acid ring.