title: Reversible cyclopropane ring-cleavage reactions within etheno-bridged [4.3.1]propelladiene frameworks leading to aza- and oxa-[5.6.5.6]fenestratetraenes.
abstract: Opening and closing a chemical window: oxidation of the etheno-bridged [4.3.1]propelladienol 1 with pyridinium chlorochromate (PCC) affords oxa[5.6.5.6]fenestratetraene 2. The reduction of 2 with diisobutylaluminum hydride (DIBAl-H) leads to the regeneration of its precursor (1). These transformations most likely involve a [3,5]-sigmatropic rearrangement process.
authors.affiliation: Research School of Chemistry, The Australian National University, Canberra, ACT, Australia.
authors.forename: Nora
authors.initials: N
authors.lastname: Heinrich
authors.forename: Anthony C
authors.initials: AC
authors.lastname: Willis
authors.forename: Ian A
authors.initials: IA
authors.lastname: Cade
authors.forename: Junming
authors.initials: J
authors.lastname: Ho
authors.forename: Michelle L
authors.initials: ML
authors.lastname: Coote
authors.forename: Martin G
authors.initials: MG
authors.lastname: Banwell
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D011726:Pyridinium Compounds / Q000737:chemistry; D011789:Quantum Theory
chemical_list: D001372:Aza Compounds; D001952:Bridged-Ring Compounds; D003521:Cyclopropanes; D004224:Diterpenes; D009942:Organometallic Compounds; D011726:Pyridinium Compounds; C578685:aza(5.6.5.6)fenestratetrene; C578686:oxa-(5.6.5.6)fenestratetrene; C533291:salvileucalin B; C030797:cyclopropane; C111019:pyridinium chlorochromate; C035719:diisobutylaluminum