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dc.contributor.authorBaader, S.
dc.contributor.authorPodsiadly, P. E.
dc.contributor.authorCole-Hamilton, D. J.
dc.contributor.authorGoossen, L. J.
dc.date.accessioned2015-01-05T12:31:02Z
dc.date.available2015-01-05T12:31:02Z
dc.date.issued2014-12-01
dc.identifier.citationBaader , S , Podsiadly , P E , Cole-Hamilton , D J & Goossen , L J 2014 , ' Synthesis of tsetse fly attractants from a cashew nut shell extract by isomerising metathesis ' , Green Chemistry , vol. 16 , no. 12 , pp. 4885-4890 . https://doi.org/10.1039/c4gc01269ken
dc.identifier.issn1463-9262
dc.identifier.otherPURE: 161192795
dc.identifier.otherPURE UUID: e1f05d03-e9cc-4ac0-b155-7955188b27f3
dc.identifier.otherWOS: 000345455100007
dc.identifier.otherScopus: 84911895399
dc.identifier.otherWOS: 000345455100007
dc.identifier.urihttp://hdl.handle.net/10023/5965
dc.descriptionThe authors thank NanoKat, the Collaborative Research Centre SFB/TRR 88 “3MET”, Carl Zeiss (RCR) and the Deutsche Bundesstiftung Umwelt (fellowship to S.B.) for financial support.en
dc.description.abstractStarting from a purified cashew nut shell extract containing mostly anacardic acid derivatives, the tsetse fly attractants 3-ethyl- and 3-propylphenol were selectively synthesised. The mixture was first converted into 3-(non-8-enyl)phenol in 98% purity via ethenolysis and distillation with concomitant decarboxylation. The olefinic side chain was then shortened by isomerising cross-metathesis with short-chain olefins in the presence of a [Pd(μ-Br)(tBu3P)]2 isomerisation catalyst and a second-generation Hoveyda–Grubbs catalyst, and the synthesis was completed by a hydrogenation step.
dc.format.extent6
dc.language.isoeng
dc.relation.ispartofGreen Chemistryen
dc.rights© Authors 2014. This Open Access Article is licensed under a Creative Commons Attribution-Non Commercial 3.0 Unported Licence (http://creativecommons.org/licenses/by-nc/3.0/)en
dc.subjectOlefin metathesisen
dc.subjectCarboxylic-acidsen
dc.subjectSleeping sicknessen
dc.subjectMethyl oleateen
dc.subjectBuffalo urineen
dc.subjectEthenolysisen
dc.subjectCatalystsen
dc.subjectCardanolen
dc.subjectLiquiden
dc.subjectChemicalsen
dc.subjectQD Chemistryen
dc.subject.lccQDen
dc.titleSynthesis of tsetse fly attractants from a cashew nut shell extract by isomerising metathesisen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1039/c4gc01269k
dc.description.statusPeer revieweden
dc.identifier.urlhttp://www.rsc.org/suppdata/gc/c4/c4gc01269k/c4gc01269k1.pdfen


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