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2-Arylacetic anhydrides as ammonium enolate precursors

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dc.contributor.authorMorrill, Louis C.
dc.contributor.authorLedingham, Lyndsay A.
dc.contributor.authorCouturier, Jean-Philippe
dc.contributor.authorBickel, Jasmine
dc.contributor.authorHarper, Andrew D.
dc.contributor.authorFallan, Charlene
dc.contributor.authorSmith, Andrew D.
dc.date.accessioned2014-12-11T15:31:02Z
dc.date.available2014-12-11T15:31:02Z
dc.date.issued2014-01-28
dc.identifier.citationMorrill , L C , Ledingham , L A , Couturier , J-P , Bickel , J , Harper , A D , Fallan , C & Smith , A D 2014 , ' 2-Arylacetic anhydrides as ammonium enolate precursors ' , Organic & Biomolecular Chemistry , vol. 12 , no. 4 , pp. 624-636 . https://doi.org/10.1039/c3ob41869cen
dc.identifier.issn1477-0520
dc.identifier.otherPURE: 112004851
dc.identifier.otherPURE UUID: 8fd17324-a3ad-4a21-b6d5-bf4d18f36a1d
dc.identifier.otherWOS: 000330082700011
dc.identifier.otherScopus: 84890815687
dc.identifier.otherORCID: /0000-0002-2104-7313/work/36567515
dc.identifier.otherWOS: 000330082700011
dc.identifier.urihttp://hdl.handle.net/10023/5916
dc.descriptionThis work is supported by funding from the Carnegie Trust for the Universities of Scotland and EPSRCen
dc.description.abstractReadily prepared 2-arylacetic anhydrides act as convenient ammonium enolate precursors in isothiourea (HBTM-2.1)-mediated catalytic asymmetric intermolecular Michael addition-lactonisation processes, giving diverse synthetic building blocks in good yield with high diastereo- and enantiocontrol (up to 98 : 2 dr and > 99% ee).
dc.format.extent13
dc.language.isoeng
dc.relation.ispartofOrganic & Biomolecular Chemistryen
dc.rights© Royal Society of Chemistry 2014. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at http://dx.doi.org/10.1039/C3OB41869Cen
dc.subjectDynamic Kinetic Resolutionen
dc.subjectTricyclic-Beta-Lactonesen
dc.subjectAcyl Transfer Catalysten
dc.subjectSilyl Ketene Acetalsen
dc.subjectAsymmetric Organocatalysisen
dc.subjectEnantioselective Synthesisen
dc.subjectCarboxylic Anhydridesen
dc.subjectGamma-Butyrolactonesen
dc.subjectC-Acylationen
dc.subjectKeto Acidsen
dc.subjectQD Chemistryen
dc.subject.lccQDen
dc.title2-Arylacetic anhydrides as ammonium enolate precursorsen
dc.typeJournal articleen
dc.contributor.sponsorThe Royal Societyen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. Biomedical Sciences Research Complexen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1039/c3ob41869c
dc.description.statusPeer revieweden
dc.identifier.grantnumberUF090013en


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