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Molecules 2000, 5(12), 1408-1416; doi:10.3390/51201408

Halogeno Aldol Reaction of Ethyl Vinyl Ketone and Aldehydes Mediated by Titanium Tetrachloride

,  and *
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock TX 79409-1061, USA
* Author to whom correspondence should be addressed.
Received: 29 August 2000 / Revised: 6 December 2000 / Accepted: 6 December 2000 / Published: 22 December 2000
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A three-component halogeno aldol reaction has been developed by using titanium tetrachloride as the halogen source as well as the Lewis acid mediator. The dehydration and elimination of hydrogen chloride were inhibited by conducting the reaction at 0 °C in dichloromethane or at room temperature with a shortened reaction time. Seven examples were examined, giving good to high yields (61 - 92%) and modest stereoselectivity (syn/anti: 2.2/1.0 - 8.4/1.0).
Keywords: halides; aldol reaction; titanium tetrachloride halides; aldol reaction; titanium tetrachloride
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Wei, H.-X.; Karur, S.; Li, G. Halogeno Aldol Reaction of Ethyl Vinyl Ketone and Aldehydes Mediated by Titanium Tetrachloride. Molecules 2000, 5, 1408-1416.

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