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dc.contributor.authorSmith, Siobhan R.
dc.contributor.authorLeckie, Stuart M.
dc.contributor.authorHolmes, Reuben
dc.contributor.authorDouglas, James
dc.contributor.authorFallan, Charlene
dc.contributor.authorShapland, Peter
dc.contributor.authorPryde, David
dc.contributor.authorSlawin, Alexandra M. Z.
dc.contributor.authorSmith, Andrew D.
dc.date.accessioned2015-04-14T23:01:41Z
dc.date.available2015-04-14T23:01:41Z
dc.date.issued2014-05-02
dc.identifier.citationSmith , S R , Leckie , S M , Holmes , R , Douglas , J , Fallan , C , Shapland , P , Pryde , D , Slawin , A M Z & Smith , A D 2014 , ' alpha-Ketophosphonates as ester surrogates : isothiourea-catalyzed asymmetric diester and lactone synthesis ' , Organic Letters , vol. 16 , no. 9 , pp. 2506-2509 . https://doi.org/10.1021/ol500873sen
dc.identifier.issn1523-7060
dc.identifier.otherPURE: 134757706
dc.identifier.otherPURE UUID: a25bc37a-2545-45a5-b109-2762f5b35571
dc.identifier.otherWOS: 000335491000053
dc.identifier.otherScopus: 84899825801
dc.identifier.otherORCID: /0000-0002-2104-7313/work/36567510
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56861933
dc.identifier.otherWOS: 000335491000053
dc.identifier.urihttp://hdl.handle.net/10023/6480
dc.descriptionThis work is in part supported by the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013) ERC Grant Agreement No. 279850en
dc.description.abstractIsothiourea HBTM-2.1 catalyzes the asymmetric Michael addition/lactonization of aryl- and alkenylacetic acids using α-keto-β,γ-unsaturated phosphonates as α,β-unsaturated ester surrogates, giving access to a diverse range of stereodefined lactones or enantioenriched functionalized diesters upon ring-opening.
dc.format.extent4
dc.language.isoeng
dc.relation.ispartofOrganic Lettersen
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © 2014 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol500873sen
dc.subjectBicyclic-beta-lactonesen
dc.subjectBis(oxazolinyl)pyridine-scandium(III) triflate complexesen
dc.subjectFriedel-Crafts alkylationsen
dc.subjectAcyl transfer catalysten
dc.subjectDiels-Alder reactionsen
dc.subjectAldol-Lactonizationen
dc.subjectDyotropic Rearrangementsen
dc.subjectKeto Acidsen
dc.subjectOrganocatalysisen
dc.subjectMichaelen
dc.subjectQD Chemistryen
dc.subject.lccQDen
dc.titlealpha-Ketophosphonates as ester surrogates : isothiourea-catalyzed asymmetric diester and lactone synthesisen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.1021/ol500873s
dc.description.statusPeer revieweden
dc.date.embargoedUntil2015-04-15


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