Total synthesis of (-)-atrop-abyssomicin C

Abstract

Rolling in the deep: An enantioselective synthesis of a marine antibiotic (-)-atrop-abyssomicin C (see scheme) is described. The key steps of the synthetic sequence are the application of dual catalysis in the formation of the cyclohexane core, the gold-catalyzed formation of a tricyclic spirotetronate unit, and a highly efficient eleven-membered ring closure by a Nozaki-Hiyama-Kishi reaction. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.