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Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides
dc.creator | Čeković, Živorad | |
dc.creator | Dimitrijević, Lj. | |
dc.creator | Djokić, G | |
dc.creator | Srnić, T | |
dc.date.accessioned | 2019-04-27T16:17:53Z | |
dc.date.available | 2019-04-27T16:17:53Z | |
dc.date.issued | 1979 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/2752 | |
dc.description.abstract | By decomposition of alkyl hydroperoxides 1-8 with ferrous sulfate-cupric acetate reagent, intramolecular functionalisation of remote non-activated C atom takes place and unsaturated alcohols with double bond mainly at δ-position are obtained. The reaction proceeds involving the corresponding alkoxy radical 9 and δ-carbon radical 10 as intermediates. One-electron oxidative interception of δ-carbon radical by cupric acetate does not involve the corresponding carbonium ion; instead, the alkyl-copper intermediate 11 is formed and by elimination affords olefinic alcohols. The isotope effect for this elimination process was found to be kh/kd=6.1. © 1979. | en |
dc.publisher | Pergamon Press | |
dc.rights | restrictedAccess | |
dc.source | Tetrahedron | |
dc.source | Tetrahedron | |
dc.title | Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides | en |
dc.type | article | en |
dc.rights.license | ARR | |
dcterms.abstract | Срнић, Т; Димитријевић, Љ.; Чековић, Ж; Дјокић, Г; | |
dc.rights.holder | Elsevier Ltd. | |
dc.citation.volume | 35 | |
dc.citation.issue | 17 | |
dc.citation.spage | 2021 | |
dc.citation.epage | 2026 | |
dc.identifier.doi | 10.1016/S0040-4020(01)88972-9 | |
dc.identifier.scopus | 2-s2.0-49249150332 | |
dc.type.version | publishedVersion |