Regio- and Stereoselective Synthesis of 2,3,5-Trienoates by Palladium-Catalyzed Alkoxycarbonylation of Conjugated Enyne Carbonates

dc.contributor.author Karagöz, Ezgi Şule
dc.contributor.author Kuş, Melih
dc.contributor.author Akpınar, Gürkan Eray
dc.contributor.author Artok, Levent
dc.coverage.doi 10.1021/jo5014993
dc.date.accessioned 2017-04-25T08:59:08Z
dc.date.available 2017-04-25T08:59:08Z
dc.date.issued 2014
dc.description.abstract Palladium-catalyzed carbonylation of 2,4-enyne carbonates in an alcohol and under balloon pressure of CO proceeds through 1,5-substitution to yield (E)-2,3,5-trienoates. The olefin geometry of the substrate is important to control the overall stereochemistry of this alkoxycarbonylation method. The reaction proceeds through successive formation of π-allylpalladium with an R3 group oriented syn and σ-allenyl palladium complexes. en_US
dc.description.sponsorship TUBITAK en_US
dc.identifier.citation Karagöz, E.Ş., Kuş, M., Akpınar, G.E., and Artok, L. (2014). Regio- and stereoselective synthesis of 2,3,5-trienoates by palladium-catalyzed alkoxycarbonylation of conjugated enyne carbonates. Journal of Organic Chemistry, 79(19), 9222-9230. doi:10.1021/jo5014993 en_US
dc.identifier.doi 10.1021/jo5014993 en_US
dc.identifier.doi 10.1021/jo5014993
dc.identifier.issn 0022-3263
dc.identifier.issn 1520-6904
dc.identifier.scopus 2-s2.0-84907761944
dc.identifier.uri https://doi.org/10.1021/jo5014993
dc.identifier.uri https://hdl.handle.net/11147/5396
dc.language.iso en en_US
dc.publisher American Chemical Society en_US
dc.relation.ispartof Journal of Organic Chemistry en_US
dc.rights info:eu-repo/semantics/openAccess en_US
dc.subject Carbonates en_US
dc.subject Group-oriented en_US
dc.subject Stereochemistry en_US
dc.subject Palladium compounds en_US
dc.subject Stereoselective synthesis en_US
dc.title Regio- and Stereoselective Synthesis of 2,3,5-Trienoates by Palladium-Catalyzed Alkoxycarbonylation of Conjugated Enyne Carbonates en_US
dc.type Article en_US
dspace.entity.type Publication
gdc.author.institutional Karagöz, Ezgi Şule
gdc.author.institutional Kuş, Melih
gdc.author.institutional Akpınar, Gürkan Eray
gdc.author.institutional Artok, Levent
gdc.bip.impulseclass C4
gdc.bip.influenceclass C5
gdc.bip.popularityclass C4
gdc.coar.access open access
gdc.coar.type text::journal::journal article
gdc.collaboration.industrial false
gdc.description.department İzmir Institute of Technology. Chemistry en_US
gdc.description.endpage 9230 en_US
gdc.description.issue 19 en_US
gdc.description.publicationcategory Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı en_US
gdc.description.scopusquality Q2
gdc.description.startpage 9222 en_US
gdc.description.volume 79 en_US
gdc.description.wosquality Q1
gdc.identifier.openalex W2329805411
gdc.identifier.pmid 25188027
gdc.identifier.wos WOS:000342719600028
gdc.index.type WoS
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gdc.index.type PubMed
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gdc.oaire.impulse 8.0
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gdc.oaire.keywords Palladium compounds
gdc.oaire.keywords Molecular Structure
gdc.oaire.keywords Group-oriented
gdc.oaire.keywords Stereoselective synthesis
gdc.oaire.keywords Carbonates
gdc.oaire.keywords Stereoisomerism
gdc.oaire.keywords Alkenes
gdc.oaire.keywords Catalysis
gdc.oaire.keywords Stereochemistry
gdc.oaire.keywords Alcohols
gdc.oaire.keywords Palladium
gdc.oaire.popularity 6.0844387E-9
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gdc.oaire.sciencefields 01 natural sciences
gdc.oaire.sciencefields 0104 chemical sciences
gdc.openalex.collaboration National
gdc.openalex.fwci 1.34002772
gdc.openalex.normalizedpercentile 0.81
gdc.opencitations.count 20
gdc.plumx.crossrefcites 17
gdc.plumx.mendeley 7
gdc.plumx.pubmedcites 2
gdc.plumx.scopuscites 21
gdc.scopus.citedcount 21
gdc.wos.citedcount 21
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relation.isOrgUnitOfPublication.latestForDiscovery 9af2b05f-28ac-4011-8abe-a4dfe192da5e

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