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The Synthesis, Structural Characterisation and Chemical Manipulation of the [6+3] Cycloadduct Derived from alpha-Tropolone O-Methyl Ether and Trimethylenemethane

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dc.contributor.authorCrisp, Antony
dc.contributor.authorNoble, Dr Benjamin
dc.contributor.authorSchwartz, Brett
dc.contributor.authorWillis, Anthony
dc.contributor.authorCoote, Michelle
dc.contributor.authorBanwell, Martin
dc.date.accessioned2020-08-25T04:05:18Z
dc.date.issued2019
dc.date.updated2022-06-12T08:16:30Z
dc.description.abstractThe title bicyclic system 3, the adduct arising from the formal [6+3] cycloaddition of α‐tropolone O‐methyl ether (1) and trimethylenemethane (2), has been prepared and subject to single‐crystal X‐ray analysis. The chemical manipulation of adduct 3 in a range of ways is reported, including through acid‐catalysed rearrangement of the derived mono‐oxide to give the bicyclo[4.3.1]undecane 21.
dc.description.sponsorshipWe thank the Australian Research Council and the Institute of Advanced Studies for financial support. MLC acknowledges an ARC Laureate Fellowship, support from the ARC Centre of Excellence for Electromaterials Science and generous allocations of supercomputing time on the National Facility of the Australian National Computational Infrastructuen_AU
dc.format.mimetypeapplication/pdfen_AU
dc.identifier.issn2193-5815en_AU
dc.identifier.urihttp://hdl.handle.net/1885/209044
dc.language.isoen_AUen_AU
dc.provenancehttps://v2.sherpa.ac.uk/id/publication/22827..."The Accepted Version can be archived in a non-commercial institutional repository if publisher permission granted, required by funder" from SHERPA/RoMEO site (as at 28/08/2020)." Crisp, Antony L., et al. "The Synthesis, Structural Characterisation and Chemical Manipulation of the [6+ 3] Cycloadduct Derived from α‐Tropolone O‐Methyl Ether and Trimethylenemethane." Asian Journal of Organic Chemistry 8.8 (2019): 1458-1467.
dc.publisherWiley
dc.relationhttp://purl.org/au-research/grants/arc/DP170100926
dc.rights© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
dc.sourceAsian Journal of Organic Chemistry
dc.titleThe Synthesis, Structural Characterisation and Chemical Manipulation of the [6+3] Cycloadduct Derived from alpha-Tropolone O-Methyl Ether and Trimethylenemethane
dc.typeJournal article
dcterms.accessRightsOpen Access
local.bibliographicCitation.issue8en_AU
local.bibliographicCitation.lastpage1467en_AU
local.bibliographicCitation.startpage1458en_AU
local.contributor.affiliationCrisp, Antony, College of Science, ANUen_AU
local.contributor.affiliationNoble, Benjamin, College of Science, ANUen_AU
local.contributor.affiliationSchwartz, Brett, College of Science, ANUen_AU
local.contributor.affiliationWillis, Anthony, College of Science, ANUen_AU
local.contributor.affiliationCoote, Michelle, College of Science, ANUen_AU
local.contributor.affiliationBanwell, Martin, College of Science, ANUen_AU
local.contributor.authoruidCrisp, Antony, u4845766en_AU
local.contributor.authoruidNoble, Benjamin, u4524714en_AU
local.contributor.authoruidSchwartz, Brett, u4691352en_AU
local.contributor.authoruidWillis, Anthony, u8512028en_AU
local.contributor.authoruidCoote, Michelle, u4031074en_AU
local.contributor.authoruidBanwell, Martin, u9500594en_AU
local.description.notesImported from ARIESen_AU
local.identifier.absfor030503 - Organic Chemical Synthesisen_AU
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciencesen_AU
local.identifier.ariespublicationu3102795xPUB4697en_AU
local.identifier.citationvolume8en_AU
local.identifier.doi10.1002/ajoc.201900334en_AU
local.identifier.scopusID2-s2.0-85069633629
local.identifier.thomsonIDWOS:000476340800001
local.publisher.urlhttps://www.wiley.com/en-gben_AU
local.type.statusAccepted Versionen_AU

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