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Remarkable co-catalyst effects on the enantioselective hydrogenation of unfunctionalised enamines : both enantiomers of product from the same enantiomer of catalyst

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dc.contributor.authorTin, Sergey
dc.contributor.authorFanjul, Tamara
dc.contributor.authorClarke, Matthew L.
dc.date.accessioned2016-12-08T00:32:58Z
dc.date.available2016-12-08T00:32:58Z
dc.date.issued2016-02-07
dc.identifier241040700
dc.identifierd4507c76-4ddf-4ef3-af4a-e080538a1524
dc.identifier84957562576
dc.identifier000369533400008
dc.identifier.citationTin , S , Fanjul , T & Clarke , M L 2016 , ' Remarkable co-catalyst effects on the enantioselective hydrogenation of unfunctionalised enamines : both enantiomers of product from the same enantiomer of catalyst ' , Catalysis Science & Technology , vol. 6 , no. 3 , pp. 677-680 . https://doi.org/10.1039/C5CY02051Den
dc.identifier.issn2044-4753
dc.identifier.otherBibtex: urn:0234c9f6219646ac3cf0c585fadbc691
dc.identifier.otherORCID: /0000-0002-2444-1244/work/59464644
dc.identifier.urihttps://hdl.handle.net/10023/9948
dc.description.abstractDuring studies on the enantioselective hydrogenation of unfunctionalised enamines, a very surprising switch in enantiopreference was observed; [((R,R)-Et-DUPHOS)-Rh(COD)]BF4 hydrogenates an enamine to give (R)-amine with up to 73% ee, but when iodine is added as a co-catalyst, the (S)-amine is formed with up to 61% ee. Mechanistic studies implicate a protonation-iminium ion reduction pathway.
dc.format.extent4
dc.format.extent582349
dc.language.isoeng
dc.relation.ispartofCatalysis Science & Technologyen
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleRemarkable co-catalyst effects on the enantioselective hydrogenation of unfunctionalised enamines : both enantiomers of product from the same enantiomer of catalysten
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1039/C5CY02051D
dc.description.statusPeer revieweden
dc.date.embargoedUntil2016-12-07
dc.identifier.urlhttp://www.rsc.org/suppdata/c5/cy/c5cy02051d/c5cy02051d1.pdfen


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