pi-Allylpalladium intermediates are known to participate efficiently in transformations involving nucleophilic species. Exploring these processes, we have developed a method for the preparation of allyl acetates via palladium-catalysed functionalisation of allenes and 1,3-dienes. Reactions of aryl iodides with either of these two classes of compounds and excess sodium acetate in the presence of Pd(OAc) (2) and Ph3P as the catalytic system afforded the respective allyl acetates in moderate to good yields. The scope of this process has been investigated. The described method is an addition to the synthetic repertoire for the preparation of allyl acetates, and may be useful, in particular, for the synthesis of structurally complex compounds of this type.
TY - JOUR
AU - Husinec, Suren
AU - Petković, Miloš
AU - Savić, Vladimir
AU - Simić, Milena
PY - 2012
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4173
AB - pi-Allylpalladium intermediates are known to participate efficiently in transformations involving nucleophilic species. Exploring these processes, we have developed a method for the preparation of allyl acetates via palladium-catalysed functionalisation of allenes and 1,3-dienes. Reactions of aryl iodides with either of these two classes of compounds and excess sodium acetate in the presence of Pd(OAc) (2) and Ph3P as the catalytic system afforded the respective allyl acetates in moderate to good yields. The scope of this process has been investigated. The described method is an addition to the synthetic repertoire for the preparation of allyl acetates, and may be useful, in particular, for the synthesis of structurally complex compounds of this type.
PB - Stuttgart : Georg Thieme Verlag Kg
T2 - Synthesis
T1 - Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes
VL - 44
IS - 3
SP - 399
EP - 408
DO - 10.1055/s-0031-1289658
ER -
@article{
author = "Husinec, Suren and Petković, Miloš and Savić, Vladimir and Simić, Milena",
year = "2012",
url = "https://cer.ihtm.bg.ac.rs/handle/123456789/4173",
abstract = "pi-Allylpalladium intermediates are known to participate efficiently in transformations involving nucleophilic species. Exploring these processes, we have developed a method for the preparation of allyl acetates via palladium-catalysed functionalisation of allenes and 1,3-dienes. Reactions of aryl iodides with either of these two classes of compounds and excess sodium acetate in the presence of Pd(OAc) (2) and Ph3P as the catalytic system afforded the respective allyl acetates in moderate to good yields. The scope of this process has been investigated. The described method is an addition to the synthetic repertoire for the preparation of allyl acetates, and may be useful, in particular, for the synthesis of structurally complex compounds of this type.",
publisher = "Stuttgart : Georg Thieme Verlag Kg",
journal = "Synthesis",
title = "Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes",
volume = "44",
number = "3",
pages = "399-408",
doi = "10.1055/s-0031-1289658"
}
Husinec S, Petković M, Savić V, Simić M. Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes. Synthesis. 2012;44(3):399-408
Husinec, S., Petković, M., Savić, V.,& Simić, M. (2012). Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes.
SynthesisStuttgart : Georg Thieme Verlag Kg., 44(3), 399-408.
https://doi.org/10.1055/s-0031-1289658
Husinec Suren, Petković Miloš, Savić Vladimir, Simić Milena, "Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes" 44, no. 3 (2012):399-408,
https://doi.org/10.1055/s-0031-1289658 .
