Preparation of γ,δ-unsaturated-β-ketoesters: Lewis acid-catalysed CH insertion of ethyl diazoacetate into α,β-unsaturated aldehydes

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dc.contributor.authorGandhi, Hirenkumar
dc.contributor.authorO'Sullivan, Timothy P.
dc.contributor.funderIrish Research Councilen
dc.date.accessioned2018-12-03T14:15:48Z
dc.date.available2018-12-03T14:15:48Z
dc.date.issued2017-07-29
dc.date.updated2018-11-27T16:53:46Z
dc.description.abstractThe synthesis of γ,δ-unsaturated-β-keto esters was achieved by the Lewis acid-catalysed direct CH insertion of an α-diazoester into various α,β-substituted-unsaturated aldehydes. CH insertion of ethyl diazoacetate into alkyl- and aryl-substituted α,β-unsaturated aldehydes was performed under mild conditions to afford the corresponding γ,δ-unsaturated-β-keto esters in moderate to high yields as a mixture of keto/enol tautomers.en
dc.description.sponsorshipIrish Research Council (Government of Ireland Postgraduate Research Scholarship (GOIPG/2013/113))en
dc.description.statusPeer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationGandhi, H. and O'Sullivan, T. P. (2017) 'Preparation of γ,δ-unsaturated-β-ketoesters: Lewis acid-catalysed CH insertion of ethyl diazoacetate into α,β-unsaturated aldehydes', Tetrahedron Letters, 58(36), pp. 3533-3535. doi: 10.1016/j.tetlet.2017.07.095en
dc.identifier.doi10.1016/j.tetlet.2017.07.095
dc.identifier.endpage3535en
dc.identifier.issn0040-4039
dc.identifier.issued36en
dc.identifier.journaltitleTetrahedron Lettersen
dc.identifier.startpage3533en
dc.identifier.urihttps://hdl.handle.net/10468/7166
dc.identifier.volume58en
dc.language.isoenen
dc.publisherElsevieren
dc.relation.urihttp://www.sciencedirect.com/science/article/pii/S0040403917309644
dc.rights© 2018 Elsevier Ltd. All rights reserved. This manuscript version is made available under the CC-BY-NC-ND 4.0 license7en
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/en
dc.subjectγen
dc.subjectδ-Unsaturated-β-ketoestersen
dc.subjectCH insertionen
dc.subjectEthyl diazoacetateen
dc.titlePreparation of γ,δ-unsaturated-β-ketoesters: Lewis acid-catalysed CH insertion of ethyl diazoacetate into α,β-unsaturated aldehydesen
dc.typeArticle (peer-reviewed)en
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