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)) |
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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 |
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dc.subject |
CH insertion |
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dc.subject |
Ethyl diazoacetate |
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dc.title |
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.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 |
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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 |
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dc.date.updated |
2018-11-27T16:53:46Z |
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dc.description.version |
Accepted Version |
en |
dc.internal.rssid |
413703773 |
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dc.contributor.funder |
Irish Research Council
|
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dc.description.status |
Peer reviewed |
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dc.identifier.journaltitle |
Tetrahedron Letters |
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dc.internal.copyrightchecked |
Yes |
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dc.internal.licenseacceptance |
Yes |
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dc.internal.IRISemailaddress |
tim.osullivan@ucc.ie |
en |