Iron-Promoted 1,5-Substitution (sn2' Reactions of Enyne Acetates and Oxiranes With Grignard Reagents
| dc.contributor.author | Taç, Doğan | |
| dc.contributor.author | Aytaç, İsmet Arınç | |
| dc.contributor.author | Karatavuk, Ali Osman | |
| dc.contributor.author | Kuş, Melih | |
| dc.contributor.author | Ziyanak, Fırat | |
| dc.contributor.author | Artok, Levent | |
| dc.coverage.doi | 10.1002/ajoc.201700225 | |
| dc.date.accessioned | 2018-01-22T13:45:50Z | |
| dc.date.available | 2018-01-22T13:45:50Z | |
| dc.date.issued | 2017 | |
| dc.description.abstract | Acetate derivatives of 2-en-4-yne alcohols 1 and enyne oxiranes 4 regioselectively underwent 1,5-substitution (SN2′′) reactions with Grignard reagents in the presence of an iron compound to provide vinylallenes exclusively with the (E)-configuration. An alkali salt was needed to avoid the hydride-promoted reductive 1,5-substitution pathway for 1, whereas no such additive was needed for the effective conversion of 4 into the desired alkylated or arylated vinylallene structure. | en_US |
| dc.description.sponsorship | Scientific and Technological Research Council of Turkey (113Z155) | en_US |
| dc.identifier.citation | Taç, D. , Aytaç, İ. A., Karatavuk, A. O., Kuş, M., Ziyanak, F., and A., L. (2017). Iron-promoted 1,5-substitution (SN2′′) reactions of enyne acetates and oxiranes with Grignard reagents. Asian Journal of Organic Chemistry, 6(10), 1415-1420. doi:10.1002/ajoc.201700225 | en_US |
| dc.identifier.doi | 10.1002/ajoc.201700225 | en_US |
| dc.identifier.doi | 10.1002/ajoc.201700225 | |
| dc.identifier.issn | 2193-5807 | |
| dc.identifier.issn | 2193-5815 | |
| dc.identifier.scopus | 2-s2.0-85025070187 | |
| dc.identifier.uri | http://doi.org/10.1002/ajoc.201700225 | |
| dc.identifier.uri | https://hdl.handle.net/11147/6723 | |
| dc.language.iso | en | en_US |
| dc.publisher | Wiley | en_US |
| dc.relation | 2,4-Enin Oksiranların Grignard Reaktifleri ile Demir ve Bakır Katalizli 1,5-(SN2'')-Sübstitüsyon Tepkimeleri | en_US |
| dc.relation.ispartof | Asian Journal of Organic Chemistry | en_US |
| dc.rights | info:eu-repo/semantics/openAccess | en_US |
| dc.subject | Regioselectivity | en_US |
| dc.subject | Nucleophilic substitution | en_US |
| dc.subject | Grignard reaction | en_US |
| dc.subject | Enynes | en_US |
| dc.title | Iron-Promoted 1,5-Substitution (sn2' Reactions of Enyne Acetates and Oxiranes With Grignard Reagents | en_US |
| dc.type | Article | en_US |
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| gdc.author.institutional | Taç, Doğan | |
| gdc.author.institutional | Aytaç, İsmet Arınç | |
| gdc.author.institutional | Kuş, Melih | |
| gdc.author.institutional | Ziyanak, Fırat | |
| gdc.author.institutional | Artok, Levent | |
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| gdc.description.department | İzmir Institute of Technology. Chemistry | en_US |
| gdc.description.endpage | 1420 | en_US |
| gdc.description.issue | 10 | en_US |
| gdc.description.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
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| gdc.description.startpage | 1415 | en_US |
| gdc.description.volume | 6 | en_US |
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| gdc.oaire.keywords | Grignard Reaction | |
| gdc.oaire.keywords | Vinyl-Allenes | |
| gdc.oaire.keywords | Iron | |
| gdc.oaire.keywords | Esters | |
| gdc.oaire.keywords | Enynes | |
| gdc.oaire.keywords | Grignard reaction | |
| gdc.oaire.keywords | Ketones | |
| gdc.oaire.keywords | Cross-Coupling Reactions | |
| gdc.oaire.keywords | Vinylallenes | |
| gdc.oaire.keywords | Nucleophilic substitution | |
| gdc.oaire.keywords | Regioselectivity | |
| gdc.oaire.keywords | Diels-Alder Reactions | |
| gdc.oaire.keywords | Carbonyl-Compounds | |
| gdc.oaire.keywords | Stereoselective-Synthesis | |
| gdc.oaire.keywords | Electrocyclic Ring-Closure | |
| gdc.oaire.keywords | Nucleophilic Substitution | |
| gdc.oaire.keywords | 4+1 Cycloaddition | |
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