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Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides

Authorized Users Only
2001
Authors
Lalic, G
Petrovski, Z
Galonic, D
Matović, Radomir
Saičić, Radomir N.
Article (Published version)
Metadata
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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.
Keywords:
alkylation / epoxides / enol ethers / Mukaiyama reactions / titanium and compounds
Source:
Tetrahedron, 2001, 57, 3, 583-591
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd

DOI: 10.1016/S0040-4020(00)01028-0

ISSN: 0040-4020

WoS: 000166391800019

Scopus: 2-s2.0-0035857271
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17
15
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2765
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
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 . .

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