Dimitrijević, Lj.

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  • Dimitrijević, Lj. (1)
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Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides

Čeković, Živorad; Dimitrijević, Lj.; Djokić, G; Srnić, T

(Pergamon Press, 1979)

TY  - JOUR
AU  - Čeković, Živorad
AU  - Dimitrijević, Lj.
AU  - Djokić, G
AU  - Srnić, T
PY  - 1979
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2752
AB  - 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.
PB  - Pergamon Press
T2  - Tetrahedron
T2  - Tetrahedron
T1  - Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides
VL  - 35
IS  - 17
SP  - 2021
EP  - 2026
DO  - 10.1016/S0040-4020(01)88972-9
ER  - 
@article{
author = "Čeković, Živorad and Dimitrijević, Lj. and Djokić, G and Srnić, T",
year = "1979",
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.",
publisher = "Pergamon Press",
journal = "Tetrahedron, Tetrahedron",
title = "Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides",
volume = "35",
number = "17",
pages = "2021-2026",
doi = "10.1016/S0040-4020(01)88972-9"
}
Čeković, Ž., Dimitrijević, Lj., Djokić, G.,& Srnić, T.. (1979). Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides. in Tetrahedron
Pergamon Press., 35(17), 2021-2026.
https://doi.org/10.1016/S0040-4020(01)88972-9
Čeković Ž, Dimitrijević L, Djokić G, Srnić T. Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides. in Tetrahedron. 1979;35(17):2021-2026.
doi:10.1016/S0040-4020(01)88972-9 .
Čeković, Živorad, Dimitrijević, Lj., Djokić, G, Srnić, T, "Remote functionalisation by ferrous ion-cupric ion induced decomposition of alkyl hydroperoxides" in Tetrahedron, 35, no. 17 (1979):2021-2026,
https://doi.org/10.1016/S0040-4020(01)88972-9 . .
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