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

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2001
Authors
Lalic, G
Petrovski, Z
Galonic, D
Matović, Radomir
Saičić, Radomir
Article (Published version)
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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:
  • Pergamon-Elsevier Science Ltd, Oxford

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

ISSN: 0040-4020

WoS: 000166391800019

Scopus: 2-s2.0-0035857271
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URI
http://cherry.chem.bg.ac.rs/handle/123456789/446
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Institution
Hemijski fakultet