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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.identifier280356911
dc.identifier86cc21e4-aad3-4752-a96f-1202b0db1169
dc.identifier85135373774
dc.identifier000831062000001
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.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.urihttps://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.format.extent1633763
dc.language.isoeng
dc.relation.ispartofOrganic Lettersen
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.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.doi10.1021/acs.orglett.2c02170
dc.description.statusPeer revieweden
dc.identifier.grantnumberEP/T023643/1en
dc.identifier.grantnumberEP/S019359en
dc.identifier.grantnumberEP/L016419/1en


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