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Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/55972
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dc.contributor.authorKlepp, Julianen
dc.contributor.authorBousfield, Thomasen
dc.contributor.authorCummins, Hughen
dc.contributor.authorLegendre, Sarah V A-Men
dc.contributor.authorCamp, Jason Een
dc.contributor.authorGreatrex, Ben Wen
dc.date.accessioned2023-09-07T00:23:36Z-
dc.date.available2023-09-07T00:23:36Z-
dc.date.issued2022-10-13-
dc.identifier.citationBeilstein Journal of Organic Chemistry, v.18, p. 1457-1462en
dc.identifier.issn1860-5397en
dc.identifier.issn2195-951Xen
dc.identifier.urihttps://hdl.handle.net/1959.11/55972-
dc.description.abstract<p>The reactions of aromatic aldehydes and levoglucosenone promoted by methoxide gives bridged α,β-unsaturated ketones, formed by a series of oxa-Michael-initiated cascade reactions in yields of up to 91% (14 examples). A complex series of equilibria operate during the reaction, and the formation of the bridged species is thermodynamically favored, except in the case of 5-methylfurfural and pyrrole-2-carboxaldehyde. This is the first report detailing this type of aldol/Michael cascade involving oxa-Michael initiation.</p>en
dc.languageenen
dc.publisherBeilstein - Institut zur Foerderung der Chemischen Wissenschaftenen
dc.relation.ispartofBeilstein Journal of Organic Chemistryen
dc.rightsAttribution 4.0 International*
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.titleOxa-Michael-initiated cascade reactions of levoglucosenoneen
dc.typeJournal Articleen
dc.identifier.doi10.3762/bjoc.18.151en
dc.identifier.pmid36300013en
dcterms.accessRightsUNE Greenen
local.contributor.firstnameJulianen
local.contributor.firstnameThomasen
local.contributor.firstnameHughen
local.contributor.firstnameSarah V A-Men
local.contributor.firstnameJason Een
local.contributor.firstnameBen Wen
local.profile.schoolSchool of Science and Technologyen
local.profile.schoolSchool of Rural Medicineen
local.profile.schoolSchool of Science and Technologyen
local.profile.schoolSchool of Rural Medicineen
local.profile.emailjklepp3@une.edu.auen
local.profile.emailslegend2@une.edu.auen
local.profile.emailbgreatre@une.edu.auen
local.output.categoryC1en
local.record.placeauen
local.record.institutionUniversity of New Englanden
local.publisher.placeGermanyen
local.format.startpage1457en
local.format.endpage1462en
local.peerreviewedYesen
local.identifier.volume18en
local.access.fulltextYesen
local.contributor.lastnameKleppen
local.contributor.lastnameBousfielden
local.contributor.lastnameCumminsen
local.contributor.lastnameLegendreen
local.contributor.lastnameCampen
local.contributor.lastnameGreatrexen
dc.identifier.staffune-id:jklepp3en
dc.identifier.staffune-id:slegend2en
dc.identifier.staffune-id:bgreatreen
local.profile.orcid0000-0002-0356-4966en
local.profile.roleauthoren
local.profile.roleauthoren
local.profile.roleauthoren
local.profile.roleauthoren
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local.identifier.unepublicationidune:1959.11/55972en
dc.identifier.academiclevelAcademicen
dc.identifier.academiclevelAcademicen
dc.identifier.academiclevelAcademicen
dc.identifier.academiclevelAcademicen
dc.identifier.academiclevelAcademicen
dc.identifier.academiclevelAcademicen
local.title.maintitleOxa-Michael-initiated cascade reactions of levoglucosenoneen
local.relation.fundingsourcenoteThis research was supported by an Australian Government Research Training Program (RTP) Scholarship, and was supported by the School of Applied Sciences at the University of Huddersfield (studentship T. W. B.)en
local.output.categorydescriptionC1 Refereed Article in a Scholarly Journalen
local.search.authorKlepp, Julianen
local.search.authorBousfield, Thomasen
local.search.authorCummins, Hughen
local.search.authorLegendre, Sarah V A-Men
local.search.authorCamp, Jason Een
local.search.authorGreatrex, Ben Wen
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/fb0e388d-623e-4bab-a07c-7e7a6c14f6a6en
local.uneassociationYesen
local.atsiresearchNoen
local.sensitive.culturalNoen
local.year.published2022-
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/fb0e388d-623e-4bab-a07c-7e7a6c14f6a6en
local.fileurl.openpublishedhttps://rune.une.edu.au/web/retrieve/fb0e388d-623e-4bab-a07c-7e7a6c14f6a6en
local.subject.for2020340503 Organic chemical synthesisen
local.subject.for2020340504 Organic green chemistryen
local.subject.for2020340505 Physical organic chemistryen
local.subject.seo2020280105 Expanding knowledge in the chemical sciencesen
local.subject.seo2020240803 Human pharmaceutical treatmentsen
local.subject.seo2020240904 Fine chemicalsen
local.profile.affiliationtypeUNE Affiliationen
local.profile.affiliationtypeExternal Affiliationen
local.profile.affiliationtypeUNE Affiliationen
local.profile.affiliationtypeUNE Affiliationen
local.profile.affiliationtypeExternal Affiliationen
local.profile.affiliationtypeUNE Affiliationen
Appears in Collections:Journal Article
School of Rural Medicine
School of Science and Technology
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