title: Progress toward a biomimetic synthesis of phomoidride B.
abstract: [reaction: see text]. An intramolecular cyclization strategy for effecting a biomimetic synthesis of the core structure of the fungal secondary metabolites phomoidrides A and B is described. The cyclization substrate 20 is prepared in eight steps from dibromide 10. Treatment of 20 with triethylamine in acetonitrile results in a rapid cyclization to give 21 and 22 in good yield.
authors.affiliation: Department of Chemistry, Texas A&M University, College Station, Texas 77842, USA. sulikowski@mail.chem.tamu.edu
authors.forename: Gary A
authors.initials: GA
authors.lastname: Sulikowski
authors.forename: Weidong
authors.initials: W
authors.lastname: Liu
authors.forename: Fabio
authors.initials: F
authors.lastname: Agnelli
authors.forename: R Michael
authors.initials: RM
authors.lastname: Corbett
authors.forename: Zhushou
authors.initials: Z
authors.lastname: Luo
authors.forename: Stefan J
authors.initials: SJ
authors.lastname: Hershberger
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008299:Maleic Anhydrides / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D010407:Penicillium / Q000378:metabolism
chemical_list: C104957:CP 263114; D007202:Indicators and Reagents; D008299:Maleic Anhydrides