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dc.contributor.authorLefebvre, Quentin
dc.contributor.authorPorta, Riccardo
dc.contributor.authorMillet, Anthony
dc.contributor.authorJia, Jiaqi
dc.contributor.authorRueping, Magnus
dc.date.accessioned2020-02-11T11:32:53Z
dc.date.available2020-02-11T11:32:53Z
dc.date.issued2020-01-21
dc.date.submitted2019-09-30
dc.identifier.citationLefebvre, Q., Porta, R., Millet, A., Jia, J., & Rueping, M. (2020). One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow. Chemistry – A European Journal, 26(6), 1363–1367. doi:10.1002/chem.201904483
dc.identifier.doi10.1002/chem.201904483
dc.identifier.urihttp://hdl.handle.net/10754/661469
dc.description.abstractOwing to their wide range of biological properties, γ-aminobutyric acid derivatives (GABA) have been extensively studied and found noteworthy industrial applications. However, atom-economical and efficient processes for their production are scarce and would greatly benefit from further investigations. Herein, we demonstrate that an iridium-based photocatalyst promotes the direct reductive cross-coupling of imines with olefins upon irradiation with visible light to give GABA derivatives in good yields and selectivities. We also stress the enabling triple role of tributylamine additive in this process, discuss the advantages of strategies based on proton-coupled electron transfer (PCET) and demonstrate the scale-up of this reaction in continuous flow.
dc.description.sponsorshipR.P. thanks DAAD for a scholarship. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement no. 617044 (SunCatChem).
dc.publisherWiley
dc.relation.urlhttps://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201904483
dc.relation.urlhttps://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/chem.201904483
dc.rightsThis is an open access article under the terms of Creative Commons Attribution NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/
dc.titleOne Amine-3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow
dc.typeArticle
dc.contributor.departmentChemical Science Program
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalChemistry (Weinheim an der Bergstrasse, Germany)
dc.eprint.versionPublisher's Version/PDF
dc.contributor.institutionInstitut of Organic Chemistry, RWTH Aachen ,Landoltweg 1, Aachen, 52074, Germany
dc.contributor.institutionDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, Milano, 20133, Italy
kaust.personRueping, Magnus
dc.date.accepted2019-11-28
refterms.dateFOA2020-02-11T11:33:30Z
dc.date.published-online2020-01-21
dc.date.published-print2020-01-27


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This is an open access article under the terms of Creative Commons Attribution NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
Except where otherwise noted, this item's license is described as This is an open access article under the terms of Creative Commons Attribution NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.