title: Concise syntheses of (+)-macrosphelides A and B: studies on the macro-ring closure strategy.
abstract: Highly concise syntheses of (+)-macrosphelides A and B were accomplished in this study. The key feature of our synthetic route involved the direct three-carbon homologation of the readily available Weinreb amide 6 by the addition of a trans-vinylogous ester anion equivalent and facile construction of the 16-membered macrolide skeleton of macrosphelides via an intramolecular nitrile oxide-olefin cycloaddition. The syntheses of macrosphelides A and B were completed with a 30 and 20% overall yield, respectively. This paper describes the details of our syntheses.
authors.affiliation: College of Pharmacy, Seoul National University, Gwanak-ro 599, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Seung-Mann
authors.initials: SM
authors.lastname: Paek
authors.forename: Hwayoung
authors.initials: H
authors.lastname: Yun
authors.forename: Nam-Jung
authors.initials: NJ
authors.lastname: Kim
authors.forename: Jong-Wha
authors.initials: JW
authors.lastname: Jung
authors.forename: Dong-Jo
authors.initials: DJ
authors.lastname: Chang
authors.forename: Sujin
authors.initials: S
authors.lastname: Lee
authors.forename: Jakyung
authors.initials: J
authors.lastname: Yoo
authors.forename: Hyun-Ju
authors.initials: HJ
authors.lastname: Park
authors.forename: Young-Ger
authors.initials: YG
authors.lastname: Suh
mesh_terms: D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D009569:Nitric Oxide / Q000737:chemistry
chemical_list: D006571:Heterocyclic Compounds; C097798:macrosphelide A; C097799:macrosphelide B; D009569:Nitric Oxide