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dc.contributor.authorPettersen, Martin
dc.contributor.authorDo, Cuong Dat
dc.contributor.authorGorantla, Sai Manoj N. V. T.
dc.contributor.authorObst, Marc
dc.contributor.authorDamm, Roman
dc.contributor.authorPutra, Anggi Eka
dc.contributor.authorGevorgyan, Ashot
dc.contributor.authorPavlovic, Ljiljana
dc.contributor.authorHopmann, Kathrin Helen
dc.contributor.authorBayer, Annette
dc.date.accessioned2024-10-01T11:37:09Z
dc.date.available2024-10-01T11:37:09Z
dc.date.issued2024-04-22
dc.description.abstractThe boracarboxylation reaction has potential for the production of natural products and drug candidates, but the development of an asymmetric version of this transformation is challenging. We report an enantioselective boracarboxylation of styrenes, enabled by a copper catalyst containing chiral phosphines. Our experimental conditions provide yields between 31–76% and enantiomeric ratios from 80:20 up to 98:2 for electron-rich styrenes. Oxidation of a boracarboxylation product gives (S)-tropic acid, an intermediate towards several tropane alkaloids. A computational analysis of the mechanistic details shows a complex pattern of competing reaction pathways, highlighting challenges encountered when developing asymmetric reactions using CO<sub>2</sub>.en_US
dc.identifier.citationPettersen MAS, Do D, Gorantla SMNVT, Obst FM, Damm R, Putra AE, Gevorgyan A, Pavlovic Lj, Hopmann KH, Bayer A. Asymmetric Boracarboxylation of Styrenes Using Carbon Dioxide. Advanced Synthesis and Catalysis. 2024en_US
dc.identifier.cristinIDFRIDAID 2266115
dc.identifier.doi10.1002/adsc.202301285
dc.identifier.issn1615-4150
dc.identifier.issn1615-4169
dc.identifier.urihttps://hdl.handle.net/10037/34949
dc.language.isoengen_US
dc.publisherWileyen_US
dc.relation.journalAdvanced Synthesis and Catalysis
dc.rights.accessRightsopenAccessen_US
dc.rights.holderCopyright 2024 The Author(s)en_US
dc.rights.urihttps://creativecommons.org/licenses/by-nc/4.0en_US
dc.rightsAttribution-NonCommercial 4.0 International (CC BY-NC 4.0)en_US
dc.titleAsymmetric Boracarboxylation of Styrenes Using Carbon Dioxideen_US
dc.type.versionpublishedVersionen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


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Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
Except where otherwise noted, this item's license is described as Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)