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dc.contributor.authorAbdullahi, Mohamed H.*
dc.contributor.authorThompson, L.M.*
dc.contributor.authorBearpark, M.J.*
dc.contributor.authorVinader, Victoria*
dc.contributor.authorAfarinkia, Kamyar*
dc.date.accessioned2016-10-11T09:22:06Z
dc.date.available2016-10-11T09:22:06Z
dc.date.issued06/10/2016
dc.identifier.citationAbdullahi MH, Thompson LM, Bearpark MJ et al (2016) The role of substituents in retro Diels–Alder extrusion of CO2 from 2(H)-pyrone cycloadducts. Tetrahedron. 72(40): 6021-6024.
dc.identifier.urihttp://hdl.handle.net/10454/9888
dc.descriptionYes
dc.description.abstractAn experimental and computational investigation is conducted into the role of substituents in retro Diels-Alder extrusion of CO2 from 2-oxa-bicyclo[2.2.2]oct-5-en-3-ones. We provide the first experimental evidence that loss of CO2 from the cycloadducts significantly depends on the nature and position of the substituents. For example, we show that whilst 5-carboethoxy-2-pyrone undergoes a more facile cycloaddition that 3-carboethoxy-2-pyrone, the cycloadduct from the latter pyrone undergoes a more facile loss of CO2 than the cycloadduct from the former pyrone.
dc.description.sponsorshipEPSRC, Yorkshire Cancer Research, Yorkshire Enterprise Fellowships
dc.language.isoen
dc.subjectExtrusion of CO2
dc.subjectDiels-Alder cycloaddition
dc.subject2(H)-pyrone
dc.subjectDFT
dc.subjectSynthesis
dc.subjectRole of substituents
dc.titleThe role of substituents in retro Diels-Alder extrusion of CO2 from 2(H)-pyrone cycloadducts
dc.status.refereedYes
dc.date.Accepted26/07/2016
dc.date.application27/07/2016
dc.typeArticle
dc.type.versionAccepted manuscript
dc.identifier.doihttps://doi.org/10.1016/j.tet.2016.07.066
dc.rights.licenseUnspecified
refterms.dateFOA2019-05-10T10:49:13Z
dc.openaccess.statusopenAccess


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