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dc.contributor.authorReiersølmoen, Ann Christin
dc.contributor.authorØstrem, Elise
dc.contributor.authorFiksdahl, Anne
dc.date.accessioned2019-03-15T09:16:24Z
dc.date.available2019-03-15T09:16:24Z
dc.date.created2019-01-17T13:53:49Z
dc.date.issued2018
dc.identifier.citationEuropean Journal of Organic Chemistry. 2018, 2018 (25), 3317-3325.nb_NO
dc.identifier.issn1434-193X
dc.identifier.urihttp://hdl.handle.net/11250/2590162
dc.description.abstractNovel chiral gold(III) complexes, based on bisoxazoline (BOX) and 2‐pyridyl‐(–)menthol ligands, were prepared and characterised (X‐ray), and their catalytic properties in cyclopropanation reactions of propargyl esters with alkenes were explored. The BOX‐AuIII catalysts gave excellent results for fast cyclopropanation and subsequent in situ cis‐to‐trans vinylcyclopropyl isomerization. AuI and AuIII catalytic species showed different abilities to tune the reactions and transform the initially formed cis product into the isomerized trans product. The appropriate choice of gold(I) or gold(III) complex enabled highly stereoselective formation of cis or trans products (up to 99 % dr), in high yields (63–98 %). The pure cis isomers were used in isomerization studies, showing that rapid cis‐to‐trans isomerization took place at room temperature in the presence of BOX‐AuIII catalysts.nb_NO
dc.language.isoengnb_NO
dc.publisherWileynb_NO
dc.titleGold(III)‐Catalysed cis‐to‐trans Cyclopropyl Isomerizationnb_NO
dc.typeJournal articlenb_NO
dc.typePeer reviewednb_NO
dc.description.versionacceptedVersionnb_NO
dc.source.pagenumber3317-3325nb_NO
dc.source.volume2018nb_NO
dc.source.journalEuropean Journal of Organic Chemistrynb_NO
dc.source.issue25nb_NO
dc.identifier.doi10.1002/ejoc.201800419
dc.identifier.cristin1659414
dc.description.localcodeLocked until 4 May 2019 due to copyright restrictions. This is the peer reviewed version of an article, which has been published in final form at https://doi.org/10.1002/ejoc.201800419. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.nb_NO
cristin.unitcode194,66,25,0
cristin.unitnameInstitutt for kjemi
cristin.ispublishedtrue
cristin.fulltextoriginal
cristin.qualitycode1


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