title: Racemic marinopyrrole B by total synthesis.
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.
authors.affiliation: Chemistry Department, University of Alberta, Edmonton, Alberta T6G 2G2, Canada.
authors.forename: Ping
authors.initials: P
authors.lastname: Cheng
authors.forename: Derrick L J
authors.initials: DL
authors.lastname: Clive
authors.forename: Shimal
authors.initials: S
authors.lastname: Fernandopulle
authors.forename: Zhenhua
authors.initials: Z
authors.lastname: Chen
mesh_terms: D000478:Alkylation; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008968:Molecular Conformation; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D011758:Pyrroles; C528299:marinopyrrole B