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분자활성촉매반응연구단
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Catalytic, Interrupted Carbonyl-Olefin Metathesis for the Formation of Functionalized Cyclopentadienes

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dc.contributor.authorMcAtee, Christopher C.-
dc.contributor.authorNasrallah, Daniel J.-
dc.contributor.authorHo Ryu-
dc.contributor.authorGatazka, Michael R.-
dc.contributor.authorMcAtee, Rory C.-
dc.contributor.authorMu-Hyun Baik-
dc.contributor.authorSchindler, Corinna S.-
dc.date.accessioned2023-08-02T22:01:30Z-
dc.date.available2023-08-02T22:01:30Z-
dc.date.created2023-03-13-
dc.date.issued2023-03-
dc.identifier.issn2155-5435-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/13690-
dc.description.abstractCyclopentadienes are scaffolds in organometallic chemistry, synthetic organic chemistry, and catalysis. We herein describe a regioselective Lewis-acid-catalyzed method for the synthesis of highly functionalized cyclo-pentadienes incorporating electronically and sterically diverse subunits. Our experimental and theoretical investigations support a mechanism that is related to catalytic carbonyl-olefin metathesis reactions wherein Lewis-acid-catalyzed cyclo-additions between carbonyl and alkene functionalities afford reactive oxetane intermediates. However, in lieu of a [2+2]-cycloreversion, stepwise oxetane fragmentation to intermediate carbocations results in the formation of function-alized cyclopentadienes via interrupted carbonyl-olefin metathesis. This work provides insights into the design of catalytic carbonyl-olefin metathesis reactions of aliphatic ketone substrates as stepwise oxetane fragmentation was previously only reported as a competing reaction pathway for aryl ketones.-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.titleCatalytic, Interrupted Carbonyl-Olefin Metathesis for the Formation of Functionalized Cyclopentadienes-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000944484400001-
dc.identifier.scopusid2-s2.0-85148356769-
dc.identifier.rimsid80220-
dc.contributor.affiliatedAuthorHo Ryu-
dc.contributor.affiliatedAuthorMu-Hyun Baik-
dc.identifier.doi10.1021/acscatal.2c05535-
dc.identifier.bibliographicCitationACS CATALYSIS, v.13, no.5, pp.3036 - 3043-
dc.relation.isPartOfACS CATALYSIS-
dc.citation.titleACS CATALYSIS-
dc.citation.volume13-
dc.citation.number5-
dc.citation.startPage3036-
dc.citation.endPage3043-
dc.description.journalClass1-
dc.description.journalClass1-
dc.description.isOpenAccessN-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalWebOfScienceCategoryChemistry, Physical-
dc.subject.keywordPlusGOLD(I)-CATALYZED SYNTHESIS-
dc.subject.keywordPlusSIDE-CHAIN-
dc.subject.keywordPlusCOMPLEXES-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordPlusSUBSTITUTED CYCLOPENTADIENES-
dc.subject.keywordPlusCHEMISTRY-
dc.subject.keywordPlusALKENES-
dc.subject.keywordPlusWATER-
dc.subject.keywordPlusACID-
dc.subject.keywordPlusDIELS-ALDER REACTIONS-
dc.subject.keywordAuthorLewis acid catalysis-
dc.subject.keywordAuthorcarbonyl-olefin metathesis-
dc.subject.keywordAuthorcyclopentadienes-
dc.subject.keywordAuthorcatalysis-
dc.subject.keywordAuthorinterrupted-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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