Copper mediated, heterogeneous, enantioselective intramolecular Buchner reactions of a-diazoketones using continuous flow processing

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dc.contributor.author Crowley, Daniel C.
dc.contributor.author Lynch, Denis
dc.contributor.author Maguire, Anita R.
dc.date.accessioned 2018-03-23T15:51:24Z
dc.date.available 2018-03-23T15:51:24Z
dc.date.issued 2018-03-15
dc.identifier.citation Crowley, D. C., Lynch, D. and Maguire, A. R. (2018) 'Copper mediated, heterogeneous, enantioselective intramolecular Buchner reactions of α-diazoketones using continuous flow processing', The Journal of Organic Chemistry, In Press, doi: 10.1021/acs.joc.8b00147 en
dc.identifier.startpage 1 en
dc.identifier.endpage 24 en
dc.identifier.issn 0022-3263
dc.identifier.uri http://hdl.handle.net/10468/5689
dc.identifier.doi 10.1021/acs.joc.8b00147
dc.description.abstract Enantioselective intramolecular Buchner reactions of α-diazoketones can be effected using heterogeneous copper−bis(oxazoline) catalysts in batch or using continuous flow processing in up to 83% ee. The catalyst can be reused up to 7 times without loss of activity. For α-diazoketones 3 and 4, the enantioselection achieved in flow with the immobilized catalyst was comparable with the standard homogeneous catalyzed process. en
dc.description.sponsorship Irish Research Council (GOIPG/2015/2972); en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher American Chemical Society en
dc.rights © 2017 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00147 en
dc.subject Buchner reactions en
dc.subject Catalysts en
dc.subject α-diazoketones en
dc.subject Continuous flow processing en
dc.title Copper mediated, heterogeneous, enantioselective intramolecular Buchner reactions of a-diazoketones using continuous flow processing en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Anita Maguire, Vice President For Research, University College Cork, Cork, Ireland. +353-21-490-3000 Email: a.maguire@ucc.ie en
dc.internal.availability Full text available en
dc.check.info Access to this article is restricted until 12 months after publication by request of the publisher. en
dc.check.date 2019-03-15
dc.date.updated 2018-03-23T15:39:04Z
dc.description.version Accepted Version en
dc.internal.rssid 431041492
dc.contributor.funder Irish Research Council en
dc.contributor.funder Science Foundation Ireland en
dc.contributor.funder European Regional Development Fund en
dc.description.status Peer reviewed en
dc.identifier.journaltitle The Journal of Organic Chemistry en
dc.internal.copyrightchecked No !!CORA!! en
dc.internal.licenseacceptance Yes en
dc.internal.IRISemailaddress a.maguire@ucc.ie en
dc.relation.project info:eu-repo/grantAgreement/SFI/SFI Research Centres/12/RC/2275/IE/Synthesis and Solid State Pharmaceutical Centre (SSPC)/ en
dc.relation.project info:eu-repo/grantAgreement/SFI/SFI Research Infrastructure Programme/15/RI/3221/IE/Process Flow Spectroscopy (ProSpect); Advanced Reaction Understanding using Flow Nuclear Magnetic Resonance (NMR) and Infrared (IR) Spectroscopies, with On-Line Ultra-Performance Liquid Chromatography (UPLC) and Mass Spectrometry (MS)/ en


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