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dc.contributor.authorKohara, Keishi
dc.contributor.authorTrowbridge, Aaron
dc.contributor.authorSmith, Milo
dc.contributor.authorGaunt, Matthew
dc.date.accessioned2021-11-17T00:30:22Z
dc.date.available2021-11-17T00:30:22Z
dc.date.issued2021-11-24
dc.identifier.issn0002-7863
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/330684
dc.description.abstractVisible-light-activated electron donor–acceptor complexes offer distinct reaction pathways for the synthesis of complex molecules under mild conditions. Herein, we report a method for the reductive generation of α-amino radicals via the reaction of a visible-light-activated ion-pair charge-transfer complex formed between an in situ-generated alkyl-iminium ion and a thiophenolate. This distinct activation mode is demonstrated through the development of a multicomponent coupling reaction to form substituted aminomethyl-cyclopentanes from secondary amines, cyclopropyl aldehydes, and alkenes. The operationally straightforward transformation displays broad scope and provides a means to generate cyclic amine-containing scaffolds from readily available feedstocks.
dc.description.sponsorshipCambridge Display Technologies / Sumitomo: for PhD studentship to K.K; EPSRC Centre for Doctoral Training – SynTech EPS024220/1 to MAS; Royal Society: for Wolfson Merit Award to M.J.G; EPSRC: for EP/S020292/1.
dc.languageen
dc.publisherAmerican Chemical Society
dc.rightsAll rights reserved
dc.rights.urihttp://www.rioxx.net/licenses/all-rights-reserved
dc.titleThiol-Mediated α-Amino Radical Formation via Visible-Light-Activated Ion-Pair Charge-Transfer Complexes
dc.typeArticle
prism.numberjacs.1c09445
prism.publicationNameJournal of the American Chemical Society
dc.identifier.doi10.17863/CAM.78129
dcterms.dateAccepted2021-11-11
rioxxterms.versionofrecord10.1021/jacs.1c09445
rioxxterms.versionAM
rioxxterms.licenseref.urihttp://www.rioxx.net/licenses/all-rights-reserved
rioxxterms.licenseref.startdate2021-11-11
dc.contributor.orcidSmith, Milo [0000-0002-8403-9636]
dc.contributor.orcidGaunt, Matthew [0000-0002-7214-608X]
dc.identifier.eissn1520-5126
rioxxterms.typeJournal Article/Review
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/S020292/1)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/S024220/1)
cam.issuedOnline2021-11-11
cam.orpheus.success2021-11-16 - Embargo set during processing via Fast-track
rioxxterms.freetoread.startdate2022-11-11


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