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.author Gandhi, Hirenkumar
dc.contributor.author O'Sullivan, Timothy P.
dc.date.accessioned 2018-12-03T14:15:48Z
dc.date.available 2018-12-03T14:15:48Z
dc.date.issued 2017-07-29
dc.identifier.citation Gandhi, 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.2017.07.095 en
dc.identifier.volume 58 en
dc.identifier.issued 36 en
dc.identifier.startpage 3533 en
dc.identifier.endpage 3535 en
dc.identifier.issn 0040-4039
dc.identifier.uri http://hdl.handle.net/10468/7166
dc.identifier.doi 10.1016/j.tetlet.2017.07.095
dc.description.abstract The 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.sponsorship Irish Research Council (Government of Ireland Postgraduate Research Scholarship (GOIPG/2013/113)) en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher Elsevier en
dc.relation.uri http://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 license7 en
dc.rights.uri http://creativecommons.org/licenses/by-nc-nd/4.0/ en
dc.subject γ en
dc.subject δ-Unsaturated-β-ketoesters en
dc.subject CH insertion en
dc.subject Ethyl diazoacetate en
dc.title Preparation of γ,δ-unsaturated-β-ketoesters: Lewis acid-catalysed CH insertion of ethyl diazoacetate into α,β-unsaturated aldehydes en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Tim O'Sullivan, School Of Pharmacy, University College Cork, Cork, Ireland. +353-21-490-3000 Email: tim.osullivan@ucc.ie en
dc.internal.availability Full text available en
dc.check.info Access to this article is restricted until 24 months after publication by request of the publisher. en
dc.check.date 2019-07-29
dc.date.updated 2018-11-27T16:53:46Z
dc.description.version Accepted Version en
dc.internal.rssid 413703773
dc.contributor.funder Irish Research Council en
dc.description.status Peer reviewed en
dc.identifier.journaltitle Tetrahedron Letters en
dc.internal.copyrightchecked Yes en
dc.internal.licenseacceptance Yes en
dc.internal.IRISemailaddress tim.osullivan@ucc.ie en


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© 2018 Elsevier Ltd. All rights reserved. This manuscript version is made available under the CC-BY-NC-ND 4.0 license7 Except where otherwise noted, this item's license is described as © 2018 Elsevier Ltd. All rights reserved. This manuscript version is made available under the CC-BY-NC-ND 4.0 license7
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