Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones

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dc.contributor.authorMaguire, Anita R.
dc.contributor.authorShiely, Amy E.
dc.contributor.authorClarke, Leslie-Ann
dc.contributor.authorFlynn, Christopher J.
dc.contributor.authorBuckley, Aoife
dc.contributor.authorFord, Alan
dc.contributor.authorLawrence, Simon E.
dc.contributor.funderIrish Research Councilen
dc.contributor.funderIrish Research Council for Science, Engineering and Technologyen
dc.contributor.funderJanssen Pharmaceuticalsen
dc.contributor.funderScience Foundation Irelanden
dc.date.accessioned2018-04-04T11:10:50Z
dc.date.available2018-04-04T11:10:50Z
dc.date.issued2018-03-23
dc.date.updated2018-04-03T08:54:32Z
dc.description.abstractExcellent enantioselectivities of up to 98% ee are achieved employing the copper‐bis(oxazoline)‐NaBARF catalyst system in the C‐H insertion reactions of α‐diazo‐β‐oxo sulfones. The influence of variation of the bis(oxazoline) ligand, copper salt, additive and substrate on both the efficiency and the enantioselectivities of these intramolecular C‐H insertion reactions has been explored. Optimum enantioselectivities are achieved with the phenyl and diphenyl ligands across the substrate series.en
dc.description.sponsorshipIrish Research Council (Project Numbers GOIPG/2013/1064 and GOIPG/2013/225); Science Foundation Ireland (Grant Number 02/PICA/B802/EC07)en
dc.description.statusPeer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationMaguire, A. R., Shiely, A., Clarke, L. A., Flynn, C., Buckley, A., Ford, A. and Lawrence, S. E. (2018) 'Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones', European Journal of Organic Chemistry. doi:10.1002/ejoc.201800077en
dc.identifier.doi10.1002/ejoc.201800077
dc.identifier.issn1099-0690
dc.identifier.issn1434-193X
dc.identifier.journaltitleEuropean Journal of Organic Chemistryen
dc.identifier.urihttps://hdl.handle.net/10468/5732
dc.language.isoenen
dc.publisherJohn Wiley & Sons, Inc.en
dc.rights© 2018, WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Maguire, A. R., Shiely, A., Clarke, L. A., Flynn, C., Buckley, A., Ford, A. and Lawrence, S. E. (2018) 'Substrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfones', European Journal of Organic Chemistry, which has been published in final form at http://dx.doi.org/10.1002/ejoc.201800077 This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.en
dc.subjectCopper catalysisen
dc.subjectbis(oxazoline) ligandsen
dc.subjectAsymmetric C-H insertionen
dc.subjectα-Diazocarbonyl compoundsen
dc.subjectα-Diazo-β-oxo sulfonesen
dc.titleSubstrate and catalyst effects in the enantioselective copper catalysed C–H insertion reactions of α-diazo-β-oxo sulfonesen
dc.typeArticle (peer-reviewed)en
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