Titanium tetrachloride promoted reaction of trimethylsilyl enol ethers with ethylene oxide affords homoaldol type products in moderate/good yields. Monosubstituted epoxides react regioselectively: the nucleophilic attack of the enolate occurs at the more substituted position of propene oxide whereas epichlorohydrin reacts at the less substituted end. (C) 2001 Elsevier Science Ltd. All rights reserved.
TY - JOUR
AU - Lalic, G
AU - Petrovski, Z
AU - Galonic, D
AU - Matović, Radomir
AU - Saičić, Radomir N.
PY - 2001
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2765
AB - Titanium tetrachloride promoted reaction of trimethylsilyl enol ethers with ethylene oxide affords homoaldol type products in moderate/good yields. Monosubstituted epoxides react regioselectively: the nucleophilic attack of the enolate occurs at the more substituted position of propene oxide whereas epichlorohydrin reacts at the less substituted end. (C) 2001 Elsevier Science Ltd. All rights reserved.
PB - Oxford : Pergamon-Elsevier Science Ltd
T2 - Tetrahedron
T1 - Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides
VL - 57
IS - 3
SP - 583
EP - 591
DO - 10.1016/S0040-4020(00)01028-0
ER -
@article{
author = "Lalic, G and Petrovski, Z and Galonic, D and Matović, Radomir and Saičić, Radomir N.",
year = "2001",
abstract = "Titanium tetrachloride promoted reaction of trimethylsilyl enol ethers with ethylene oxide affords homoaldol type products in moderate/good yields. Monosubstituted epoxides react regioselectively: the nucleophilic attack of the enolate occurs at the more substituted position of propene oxide whereas epichlorohydrin reacts at the less substituted end. (C) 2001 Elsevier Science Ltd. All rights reserved.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides",
volume = "57",
number = "3",
pages = "583-591",
doi = "10.1016/S0040-4020(00)01028-0"
}
Lalic, G., Petrovski, Z., Galonic, D., Matović, R.,& Saičić, R. N.. (2001). Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 57(3), 583-591.
https://doi.org/10.1016/S0040-4020(00)01028-0
Lalic G, Petrovski Z, Galonic D, Matović R, Saičić RN. Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides. in Tetrahedron. 2001;57(3):583-591.
doi:10.1016/S0040-4020(00)01028-0 .
Lalic, G, Petrovski, Z, Galonic, D, Matović, Radomir, Saičić, Radomir N., "Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides" in Tetrahedron, 57, no. 3 (2001):583-591,
https://doi.org/10.1016/S0040-4020(00)01028-0 . .
