Racemic marinopyrrole B by total synthesis†
Ping Cheng,Derrick L. J. Clive,Shimal Fernandopulle,Zhenhua Chen
Chemical Communications Pub Date : 10/25/2012 00:00:00 , DOI:10.1039/C2CC37110C
Abstract

The first synthesis of marinopyrrole B, which is highly active against methicillin-resistant Staphylococcus aureus, is described. The route involved constructing a pyrrole ring on the nitrogen of a 3-bromo-4,5-dichloropyrrole by N-alkylation with a special Michael acceptor having an allylic leaving group; the second pyrrole ring was then formed by a Paal–Knorr reaction.

Graphical abstract: Racemic marinopyrrole B by total synthesis