title: Concise synthesis of the macrocyclic core of rhizopodin by a Heck macrocyclization strategy.
abstract: A highly convergent synthesis of the central dimeric core of the potent antibiotic macrolide rhizopodin is reported. Notable features of the highly concise route include an effective preparation of the key C8-C22 building block based on an iridium-catalyzed Krische allylation and a chemoselective cross-coupling approach toward the macrocycle involving a highly advantageous Heck reaction for macrocyclization.
authors.affiliation: Institut für Organische Chemie, Ruprecht-Karls-Universität Heidelberg, INF 270, D-69120, Heidelberg, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Dieckmann
authors.forename: Sven
authors.initials: S
authors.lastname: Rudolph
authors.forename: Sandra
authors.initials: S
authors.lastname: Dreisigacker
authors.forename: Dirk
authors.initials: D
authors.lastname: Menche
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003432:Cross-Linking Reagents; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D003432:Cross-Linking Reagents; D018942:Macrolides; D010080:Oxazoles; C081739:rhizopodin