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dc.contributor.authorStark, Daniel Graham
dc.contributor.authorYoung, Claire Mary
dc.contributor.authorO'Riordan, Timothy J C
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorSmith, Andrew David
dc.identifier.citationStark , D G , Young , C M , O'Riordan , T J C , Slawin , A M Z & Smith , A D 2016 , ' Enantioselective isothiourea-catalysed trans -dihydropyridinone synthesis using saccharin-derived ketimines : scope and limitations ' , Organic & Biomolecular Chemistry , vol. 14 , no. 34 , pp. 8068-8073 .
dc.identifier.otherPURE: 244566038
dc.identifier.otherPURE UUID: aa8bd179-6ffe-44f5-a791-a64dc27659d9
dc.identifier.otherScopus: 84984656800
dc.identifier.otherORCID: /0000-0002-2104-7313/work/36567487
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56861938
dc.identifier.otherWOS: 000382058000012
dc.descriptionThe authors thank Syngenta and the EPSRC (grant code EP/K503162/1) (DGS) for funding. The European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013) ERC Grant Agreement No. 279850 is also acknowledged (CMY). ADS thanks the Royal Society for a Wolfson Research Merit Award. We also thank the EPSRC UK National Mass Spectrometry Facility at Swansea University.en
dc.description.abstractThe catalytic enantioselective synthesis of a range of trans-dihydropyridinones from aryl-, heteroaryl- and alkenylacetic acids and saccharin-derived ketimines with good to excellent stereocontrol (15 examples, up to >95:5 dr, up to >99:1 er) is reported. After extensive optimisation, HyperBTM proved the optimal isothiourea catalyst for this transformation at −78 °C, giving trans-dihydropyridones with generally excellent levels of diastereo- and enantioselectivity.
dc.relation.ispartofOrganic & Biomolecular Chemistryen
dc.rightsCopyright 2016 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.en
dc.subjectQD Chemistryen
dc.titleEnantioselective isothiourea-catalysed trans-dihydropyridinone synthesis using saccharin-derived ketimines : scope and limitationsen
dc.typeJournal articleen
dc.contributor.sponsorEuropean Commissionen
dc.description.versionPublisher PDFen
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.description.statusPeer revieweden

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