The Baylis-Hillman reaction: TiCl < inf > 4 < /inf > mediated coupling of alkyl vinyl ketones with α-keto esters and aldehydes

Abstract

TiCl4 mediated coupling of alkyl vinyl ketones with α-keto esters and aldehydes 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.