Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with epoxides
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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
- Pergamon-Elsevier Science Ltd, Oxford