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Studies on the Photochemical Rearrangements of Enantiomerically Pure, Polysubstituted, and Variously Annulated Bicyclo[2.2.2]octenones

dc.contributor.authorYan, Qiao
dc.contributor.authorBolte, Benoit
dc.contributor.authorBai, Yuhua
dc.contributor.authorBanwell, Martin
dc.contributor.authorWillis, Anthony
dc.contributor.authorCarr, Paul D
dc.date.accessioned2019-04-08T04:21:31Z
dc.date.issued2017
dc.date.updated2019-03-12T07:21:04Z
dc.description.abstractA series of enantiomerically pure bicyclo[2.2.2]octenones, including the lactone-annulated system 26, has been prepared by engaging derivatives of an enzymatically derived and homochiral cis-1,2-dihydrocatechol in inter- or intra-molecular Diels–Alder reactions. Systems such as 26 readily participate in photochemically promoted oxa-di-π-methane rearrangement or 1,3-acyl migration processes to give products such as diquinane 34 or mixtures of cyclobutanone 36 and cyclopropane 38, respectively.en_AU
dc.description.sponsorshipWe thank the Australian Research Council and the Institute of Advanced Studies for financial support. Q.Y. is the grateful recipient of a CSC PhD Scholarship provided by the Government of the People’s Republic of China.en_AU
dc.format.mimetypeapplication/pdfen_AU
dc.identifier.issn0022-3263en_AU
dc.identifier.urihttp://hdl.handle.net/1885/159303
dc.language.isoen_AUen_AU
dc.provenancehttps://v2.sherpa.ac.uk/id/publication/7797..."The Accepted Version can be archived in a Non-Commercial Institutional Repository If Required by Funder, If Required by Institution. 12 months embargo " from SHERPA/RoMEO site (as at 7/01/2021). This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://dx.doi.org/10.1021/acs.joc.7b01243
dc.publisherAmerican Chemical Societyen_AU
dc.relationhttp://purl.org/au-research/grants/arc/DP150101947
dc.rights© 2017 American Chemical Societyen_AU
dc.sourceJournal of Organic Chemistryen_AU
dc.titleStudies on the Photochemical Rearrangements of Enantiomerically Pure, Polysubstituted, and Variously Annulated Bicyclo[2.2.2]octenonesen_AU
dc.typeJournal articleen_AU
dcterms.accessRightsOpen Access
local.bibliographicCitation.issue15en_AU
local.bibliographicCitation.lastpage8022en_AU
local.bibliographicCitation.startpage8008en_AU
local.contributor.affiliationYan, Qiao, College of Science, ANUen_AU
local.contributor.affiliationBolte, Benoit, College of Science, ANUen_AU
local.contributor.affiliationBai, Yuhua, College of Science, ANUen_AU
local.contributor.affiliationBanwell, Martin, College of Science, ANUen_AU
local.contributor.affiliationWillis, Anthony, College of Science, ANUen_AU
local.contributor.affiliationCarr, Paul D, College of Science, ANUen_AU
local.contributor.authoruidYan, Qiao, u5154190en_AU
local.contributor.authoruidBolte, Benoit, u5403288en_AU
local.contributor.authoruidBai, Yuhua, t1812en_AU
local.contributor.authoruidBanwell, Martin, u9500594en_AU
local.contributor.authoruidWillis, Anthony, u8512028en_AU
local.contributor.authoruidCarr, Paul D, u9206448en_AU
local.description.notesImported from ARIESen_AU
local.identifier.absfor030606 - Structural Chemistry and Spectroscopyen_AU
local.identifier.absfor030503 - Organic Chemical Synthesisen_AU
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciencesen_AU
local.identifier.ariespublicationa383154xPUB8309en_AU
local.identifier.citationvolume82en_AU
local.identifier.doi10.1021/acs.joc.7b01243en_AU
local.identifier.scopusID2-s2.0-85027041832
local.identifier.thomsonID000407307700030
local.publisher.urlhttps://pubs.acs.org/en_AU
local.type.statusAccepted Versionen_AU

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