Halogeno aldol reaction of ethyl vinyl ketone and aldehydes mediated by titanium tetrachloride

Authors
Wei, HX Karur, S Li, GG
Citation
Hx. Wei et al., Halogeno aldol reaction of ethyl vinyl ketone and aldehydes mediated by titanium tetrachloride, MOLECULES, 5(12), 2000, pp. 1408-1416
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
12
Year of publication
2000
Pages
1408 - 1416
Database
ISI
SICI code
1420-3049(200012)5:12<1408:HAROEV>2.0.ZU;2-N
Abstract
A three-component halogeno aldol reaction has been developed by using titan ium tetrachloride as the halogen source as well as the Lewis acid mediator. The dehydration and elimination of hydrogen chloride were inhibited by con ducting the reaction at 0 degreesC in dichloromethane or at room temperatur e 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). [GRAPHICS]