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dc.contributor.authorMatviitsuk, Anastassia
dc.contributor.authorGreenhalgh, Mark David
dc.contributor.authorTaylor, James E.
dc.contributor.authorNguyen, Xuan B.
dc.contributor.authorCordes, David Bradford
dc.contributor.authorSlawin, Alexandra M. Z.
dc.contributor.authorLupton, David W.
dc.contributor.authorSmith, Andrew D.
dc.date.accessioned2020-12-23T00:37:24Z
dc.date.available2020-12-23T00:37:24Z
dc.date.issued2019-12-23
dc.identifier.citationMatviitsuk , A , Greenhalgh , M D , Taylor , J E , Nguyen , X B , Cordes , D B , Slawin , A M Z , Lupton , D W & Smith , A D 2019 , ' Unanticipated silyl transfer in enantioselective α,β-unsaturated acyl ammonium catalysis using silyl nitronates ' , Organic Letters , vol. Article ASAP . https://doi.org/10.1021/acs.orglett.9b04404en
dc.identifier.issn1523-7060
dc.identifier.otherPURE: 264666865
dc.identifier.otherPURE UUID: 729939de-17b7-42b9-b0c5-2802860c1b57
dc.identifier.otherORCID: /0000-0002-2104-7313/work/66591728
dc.identifier.otherORCID: /0000-0002-9527-6418/work/66591773
dc.identifier.otherORCID: /0000-0002-5366-9168/work/66591814
dc.identifier.otherScopus: 85077476696
dc.identifier.otherWOS: 000506088700069
dc.identifier.urihttps://hdl.handle.net/10023/21187
dc.descriptionWe thank the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007–2013), ERC Grant Agreement 279850 (A.D.S.), the EPSRC (EP/J018139/1, A.M.), and the Royal Society of Chemistry (Researcher Mobility Grant). A.D.S. thanks the Royal Society for a Wolfson Research Merit Award. D.W.L. thanks the Australian Research Council for a Discovery Award (DP170103567). We also thank the EPSRC UK National Mass Spectrometry Facility at Swansea University.en
dc.description.abstractThe use of silyl nitronates is reported for the isothiourea-catalyzed synthesis of γ-nitro-substituted silyl esters containing up to two contiguous stereocenters in good yields with excellent enantioselectivities (up to 93% yield and 99:1 er). The serendipitously discovered formation of silyl ester products in this reaction demonstrates a novel platform for catalyst turnover in α,β-unsaturated acyl ammonium catalysis.
dc.language.isoeng
dc.relation.ispartofOrganic Lettersen
dc.rightsCopyright © 2019 American Chemical Society. his work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1021/acs.orglett.9b04404en
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleUnanticipated silyl transfer in enantioselective α,β-unsaturated acyl ammonium catalysis using silyl nitronatesen
dc.typeJournal articleen
dc.contributor.sponsorEuropean Commissionen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorThe Royal Societyen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1021/acs.orglett.9b04404
dc.description.statusPeer revieweden
dc.date.embargoedUntil2020-12-23
dc.identifier.grantnumberN/Aen
dc.identifier.grantnumberEP/J018139/1en
dc.identifier.grantnumberWM140071en


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