A Diels-Alder macrocyclization enables an efficient asymmetric synthesis of the antibacterial natural product abyssomicin C

Abstract

An efficient and highly diastereoselective intramolecular Diels-Alder reaction is the basis of a concise asymmetric synthesis of the potent antibacterial natural product abyssomicin C (see formula). The complexity of the target structure was reduced to three fragments and required two carbonyl addition reactions to achieve key bond formations. (Figure Presented). © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.