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Unanticipated silyl transfer in enantioselective α,β-unsaturated acyl ammonium catalysis using silyl nitronates
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dc.contributor.author | Matviitsuk, Anastassia | |
dc.contributor.author | Greenhalgh, Mark David | |
dc.contributor.author | Taylor, James E. | |
dc.contributor.author | Nguyen, Xuan B. | |
dc.contributor.author | Cordes, David Bradford | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Lupton, David W. | |
dc.contributor.author | Smith, Andrew D. | |
dc.date.accessioned | 2020-12-23T00:37:24Z | |
dc.date.available | 2020-12-23T00:37:24Z | |
dc.date.issued | 2019-12-23 | |
dc.identifier | 264666865 | |
dc.identifier | 729939de-17b7-42b9-b0c5-2802860c1b57 | |
dc.identifier | 85077476696 | |
dc.identifier | 000506088700069 | |
dc.identifier.citation | Matviitsuk , 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.9b04404 | en |
dc.identifier.issn | 1523-7060 | |
dc.identifier.other | ORCID: /0000-0002-2104-7313/work/66591728 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/66591773 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/66591814 | |
dc.identifier.uri | https://hdl.handle.net/10023/21187 | |
dc.description | We 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.abstract | The 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.format.extent | 953455 | |
dc.language.iso | eng | |
dc.relation.ispartof | Organic Letters | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Unanticipated silyl transfer in enantioselective α,β-unsaturated acyl ammonium catalysis using silyl nitronates | en |
dc.type | Journal article | en |
dc.contributor.sponsor | European Commission | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | The Royal Society | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | https://doi.org/10.1021/acs.orglett.9b04404 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2020-12-23 | |
dc.identifier.grantnumber | N/A | en |
dc.identifier.grantnumber | EP/J018139/1 | en |
dc.identifier.grantnumber | WM140071 | en |
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