title: Synthetic studies on bioactive natural polyketides: intramolecular nitrile oxide-olefin cycloaddition approach for construction of a macrolactone skeleton of macrosphelide B.
abstract: Studies on the synthesis of macrosphelide B via an intramolecular nitrile oxide-olefin cycloaddition (INOC) is described. In particular, an asymmetric INOC approach using phase transfer catalysts seems to be a potentially efficient and versatile procedure for the construction of the macrolactone skeleton of macrosphelide B in terms of facial selectivity. Our preliminary and unprecedented stereoselective procedure is anticipated to be usefully applied through further studies for the synthesis of the macrosphelide family.
authors.affiliation: College of Pharmacy, the Institute of Health Sciences, Gyeongsang National University, Jinju daero, Jinju, Gyeongnam 660-751, Korea.
authors.forename: Seung-Mann
authors.initials: SM
authors.lastname: Paek
authors.forename: Young-Ger
authors.initials: YG
authors.lastname: Suh
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000737:chemistry; D010087:Oxides / Q000737:chemistry
chemical_list: D000475:Alkenes; D006571:Heterocyclic Compounds; D018942:Macrolides; D009570:Nitriles; D010087:Oxides; C097799:macrosphelide B