Amendment in titanium(IV) chloride and chalcogenide-promoted Baylis-Hillman reaction of aldehydes with alpha,beta-unsaturated ketones

Authors
Shi, M Jiang, JK
Citation
M. Shi et Jk. Jiang, Amendment in titanium(IV) chloride and chalcogenide-promoted Baylis-Hillman reaction of aldehydes with alpha,beta-unsaturated ketones, TETRAHEDRON, 56(27), 2000, pp. 4793-4797
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
27
Year of publication
2000
Pages
4793 - 4797
Database
ISI
SICI code
0040-4020(20000630)56:27<4793:AITCAC>2.0.ZU;2-9
Abstract
The Baylis-Hillman reaction can be drastically affected by the reaction tem perature and Lewis base. When the reaction was carried out at <-20 degrees C using methyl sulfide as a Lewis base in the presence of titanium(IV) chlo ride, the chlorinated compound 1 was obtained as the major product. However , if the reaction was carried out at room temperature (10 degrees C) in the presence of titanium(IV) chloride, the elimination compound 3 was formed a s a major product. (C) 2000 Elsevier Science Ltd. All rights reserved.