The Baylis-Hillman reaction: TiCl4 mediated coupling of alkyl vinyl ketones with alpha-keto esters and aldehydes

Authors
Basavaiah, D Sreenivasulu, B Reddy, RM Muthukumaran, K
Citation
D. Basavaiah et al., The Baylis-Hillman reaction: TiCl4 mediated coupling of alkyl vinyl ketones with alpha-keto esters and aldehydes, SYN COMMUN, 31(19), 2001, pp. 2987-2995
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
19
Year of publication
2001
Pages
2987 - 2995
Database
ISI
SICI code
0039-7911(2001)31:19<2987:TBRTMC>2.0.ZU;2-9
Abstract
TiCl4 mediated coupling of alkyl vinyl ketones with a-keto esters and aldeh ydes provides respectively 2-aryl-2-hydroxy-3-methylene-4-oxoalkanoates and (Z)-keto allyl chlorides in 1 h time at room temperature. Similar coupling of trifluoromethyl phenyl ketone with methyl vinyl ketone produces 1, 1, 1 trifluoro-2-hydroxy-2-phenyl-3-methylenepentan-4-one.