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Isothiourea-catalyzed [2+2] cycloaddition of C(1)-ammonium enolates and N-alkyl isatins

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dc.contributor.authorAbdelhamid, Yusra
dc.contributor.authorKasten, Kevin
dc.contributor.authorDunne, Joanne
dc.contributor.authorHartley, Will
dc.contributor.authorYoung, Claire M.
dc.contributor.authorCordes, David B.
dc.contributor.authorSlawin, Alexandra M. Z.
dc.contributor.authorNg, Sean
dc.contributor.authorSmith, Andrew D.
dc.date.accessioned2022-07-21T09:30:07Z
dc.date.available2022-07-21T09:30:07Z
dc.date.issued2022-07-18
dc.identifier.citationAbdelhamid , Y , Kasten , K , Dunne , J , Hartley , W , Young , C M , Cordes , D B , Slawin , A M Z , Ng , S & Smith , A D 2022 , ' Isothiourea-catalyzed [2+2] cycloaddition of C(1)-ammonium enolates and N-alkyl isatins ' , Organic Letters , vol. Articles ASAP . https://doi.org/10.1021/acs.orglett.2c02170en
dc.identifier.issn1523-7060
dc.identifier.otherPURE: 280356911
dc.identifier.otherPURE UUID: 86cc21e4-aad3-4752-a96f-1202b0db1169
dc.identifier.otherORCID: /0000-0002-9527-6418/work/116274931
dc.identifier.otherORCID: /0000-0002-5366-9168/work/116274963
dc.identifier.otherORCID: /0000-0002-2104-7313/work/116275093
dc.identifier.otherScopus: 85135373774
dc.identifier.urihttp://hdl.handle.net/10023/25678
dc.descriptionThe research leading to these results has received funding from the EPSRC (EP/S019359/1, C. Y.; EP/T023643/1, J. D.; K. K.) as well as Syngenta and the EPSRC Centre for Doctoral Training in Critical Resource Catalysis [CRITICAT, EP/L016419/1 (W.C.H.)].en
dc.description.abstractEnantioselective [2+2] cycloaddition of C(1)-ammonium enolates generated catalytically using the isothiourea HyperBTM with N alkyl isatins gives spirocyclic β-lactones. In situ ring-opening with an amine nucleophile generates isolable highly enantioenriched products in up to 92:8 dr and in >99:1 er.
dc.format.extent6
dc.language.isoeng
dc.relation.ispartofOrganic Lettersen
dc.rightsCopyright © 2022 The Authors. Published by American Chemical Society.This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.en
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleIsothiourea-catalyzed [2+2] cycloaddition of C(1)-ammonium enolates and N-alkyl isatinsen
dc.typeJournal articleen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorEPSRCen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. Institute of Behavioural and Neural Sciencesen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1021/acs.orglett.2c02170
dc.description.statusPeer revieweden
dc.identifier.grantnumberEP/T023643/1en
dc.identifier.grantnumberEP/S019359en
dc.identifier.grantnumberEP/L016419/1en
dc.identifier.grantnumberEP/T023643/1en
dc.identifier.grantnumberEP/S019359en


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