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Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes
Allylation of alpha,beta-unsaturated aldehydes and cyclic ketones promoted by Pd/In transmetallation processes has been Studied. The unsaturated aldehydes underwent regioselective 1,2-addition to afford secondary homoally alcohols. The reactions have been performed using Pd(OAc)(2)/PPh(3) as catalytic system and metallic indium affording the products in good yields. The same transformation with unsaturated ketones proved to be less efficient, while saturated cyclic ketones delivered generally excellent yields in the presence of Cul. In these latter processes the presence of a distal heteroatom influences the reaction rate.
TY - JOUR
AU - Cleghorn, Laura A. T.
AU - Grigg, Ronald
AU - Savić, Vladimir
AU - Simić, Milena
PY - 2008
UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1122
AB - Allylation of alpha,beta-unsaturated aldehydes and cyclic ketones promoted by Pd/In transmetallation processes has been Studied. The unsaturated aldehydes underwent regioselective 1,2-addition to afford secondary homoally alcohols. The reactions have been performed using Pd(OAc)(2)/PPh(3) as catalytic system and metallic indium affording the products in good yields. The same transformation with unsaturated ketones proved to be less efficient, while saturated cyclic ketones delivered generally excellent yields in the presence of Cul. In these latter processes the presence of a distal heteroatom influences the reaction rate.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron Letters
T1 - Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes
VL - 64
IS - 37
SP - 8731
EP - 8737
DO - 10.1016/j.tet.2008.06.100
ER -
@article{
author = "Cleghorn, Laura A. T. and Grigg, Ronald and Savić, Vladimir and Simić, Milena",
year = "2008",
abstract = "Allylation of alpha,beta-unsaturated aldehydes and cyclic ketones promoted by Pd/In transmetallation processes has been Studied. The unsaturated aldehydes underwent regioselective 1,2-addition to afford secondary homoally alcohols. The reactions have been performed using Pd(OAc)(2)/PPh(3) as catalytic system and metallic indium affording the products in good yields. The same transformation with unsaturated ketones proved to be less efficient, while saturated cyclic ketones delivered generally excellent yields in the presence of Cul. In these latter processes the presence of a distal heteroatom influences the reaction rate.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes",
volume = "64",
number = "37",
pages = "8731-8737",
doi = "10.1016/j.tet.2008.06.100"
}
Cleghorn, L. A. T., Grigg, R., Savić, V.,& Simić, M.. (2008). Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 64(37), 8731-8737.
https://doi.org/10.1016/j.tet.2008.06.100
Cleghorn LAT, Grigg R, Savić V, Simić M. Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes. in Tetrahedron Letters. 2008;64(37):8731-8737.
doi:10.1016/j.tet.2008.06.100 .
Cleghorn, Laura A. T., Grigg, Ronald, Savić, Vladimir, Simić, Milena, "Reactive organoallyl species generated from aryl halides and allene: allylation of alpha,beta-unsaturated aldehydes and cyclic ketones employing Pd/In transmetallation processes" in Tetrahedron Letters, 64, no. 37 (2008):8731-8737,
https://doi.org/10.1016/j.tet.2008.06.100 . .
