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A Rare Alder-ene Cycloisomerization of 1,6-Allenynes

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dc.contributor.authorJoyce, Liam M.en
dc.contributor.authorDrew, Melanie A.en
dc.contributor.authorTague, Andrew J.en
dc.contributor.authorThaima, Thanaphaten
dc.contributor.authorGouranourimi, Alien
dc.contributor.authorAriafard, Alirezaen
dc.contributor.authorPyne, Stephen G.en
dc.contributor.authorHyland, Christopher J.T.en
dc.date.accessioned2025-12-16T18:40:44Z
dc.date.available2025-12-16T18:40:44Z
dc.date.issued2021-12-21en
dc.description.abstractThermally induced cycloisomerization reactions of 1,6-allenynes gives α-methylene-γ-lactams via intramolecular Alder-ene reactions. The mechanism is supported by computational and deuterium labelling studies. This thermal, non-radical method enables the discovery of a hitherto unknown route that proceeds via a divergent mechanism distinct from the previous [2+2] cycloisomerization manifold.en
dc.description.sponsorshipThe authors thank the Australian Research Council (grant number DP180101332) for the generous funding for this research. L. M. J. thanks the University of Wollongong for a PhD scholarship. The authors also acknowledge the Australian National Computational Infrastructure and the University of Tasmania for the generous allocation of computing time. The authors thank the Australian Research Council (grant number DP180101332) for the generous funding for this research. L. M. J. thanks the University of Wollongong for a PhD scholarship. The authors also acknowledge the Australian National Computational Infrastructure and the University of Tasmania for the generous allocation of computing time.en
dc.description.statusPeer-revieweden
dc.format.extent5en
dc.identifier.issn0947-6539en
dc.identifier.otherPubMed:34971450en
dc.identifier.otherORCID:/0000-0003-2383-6380/work/198195213en
dc.identifier.scopus85123908278en
dc.identifier.urihttps://hdl.handle.net/1885/733795524
dc.language.isoenen
dc.rightsPublisher Copyright: © 2021 Wiley-VCH GmbH.en
dc.sourceChemistry - A European Journalen
dc.subject1,6-allenyneen
dc.subjectAlder-eneen
dc.subjectcomputationsen
dc.subjectcycloisomerizationen
dc.subjectlactamen
dc.titleA Rare Alder-ene Cycloisomerization of 1,6-Allenynesen
dc.typeJournal articleen
dspace.entity.typePublicationen
local.contributor.affiliationJoyce, Liam M.; University of Wollongongen
local.contributor.affiliationDrew, Melanie A.; University of Wollongongen
local.contributor.affiliationTague, Andrew J.; University of Wollongongen
local.contributor.affiliationThaima, Thanaphat; University of Wollongongen
local.contributor.affiliationGouranourimi, Ali; University of Tasmaniaen
local.contributor.affiliationAriafard, Alireza; University of Tasmaniaen
local.contributor.affiliationPyne, Stephen G.; University of Wollongongen
local.contributor.affiliationHyland, Christopher J.T.; University of Wollongongen
local.identifier.citationvolume28en
local.identifier.doi10.1002/chem.202104022en
local.identifier.pure3b6059cc-ecda-4248-88a9-83bc080fa515en
local.identifier.urlhttps://www.scopus.com/pages/publications/85123908278en
local.type.statusPublisheden

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