Reversible Cyclopropane Ring-Cleavage Reactions within etheno-bridged [4.3.1]propelladiene frameworks leading to aza- and oxa-[5.6.5.6] fenestratetraenes

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dc.contributor.authorHeinrich, Nora
dc.contributor.authorWillis, Anthony
dc.contributor.authorCade, Ian
dc.contributor.authorHo, Junming
dc.contributor.authorCoote, Michelle
dc.contributor.authorBanwell, Martin
dc.date.accessioned2015-12-10T23:30:51Z
dc.date.issued2012
dc.date.updated2016-02-24T08:49:56Z
dc.description.abstractOpening 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; see scheme). These transformations most likely involve a [3,5]-sigmatropic rearrangement process.
dc.identifier.issn0947-6539
dc.identifier.urihttp://hdl.handle.net/1885/68360
dc.publisherWiley-VCH Verlag GMBH
dc.sourceChemistry, A European Journal
dc.subjectKeywords: Chemical window; Cleavage reaction; Diisobutylaluminum hydride; fenestratetraenes; norcaradienes; Pyridinium chlorochromate; Ring-cleavage reaction; Sigmatropic rearrangements; Chemistry; Synthesis (chemical); Propane; aza(5.6.5.6)fenestratetrene; bridged cleavage reactions; fenestratetraenes; norcaradienes; salvileucalin B; sigmatropic rearrangement
dc.titleReversible Cyclopropane Ring-Cleavage Reactions within etheno-bridged [4.3.1]propelladiene frameworks leading to aza- and oxa-[5.6.5.6] fenestratetraenes
dc.typeJournal article
local.bibliographicCitation.issue43
local.bibliographicCitation.lastpage13588
local.bibliographicCitation.startpage13585
local.contributor.affiliationHeinrich, Nora, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWillis, Anthony, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationCade, Ian, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationHo, Junming, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationCoote, Michelle, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationBanwell, Martin, College of Physical and Mathematical Sciences, ANU
local.contributor.authoruidHeinrich, Nora, u4472825
local.contributor.authoruidWillis, Anthony, u8512028
local.contributor.authoruidCade, Ian, u4429837
local.contributor.authoruidHo, Junming, u4041618
local.contributor.authoruidCoote, Michelle, u4031074
local.contributor.authoruidBanwell, Martin, u9500594
local.description.embargo2037-12-31
local.description.notesImported from ARIES
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.absfor030799 - Theoretical and Computational Chemistry not elsewhere classified
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
local.identifier.ariespublicationf5625xPUB1691
local.identifier.citationvolume18
local.identifier.doi10.1002/chem.201202903
local.identifier.scopusID2-s2.0-84867529301
local.identifier.thomsonID000310066700003
local.type.statusPublished Version

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