%0 Journal Article
%T Three-Component Halo Aldol Condensation of Thioacrylates with Aldehydes Mediated by Titanium (IV) Halide
%A Sun Hee Kim
%A Han-Xun Wei
%A Joe J. Gao
%A Guigen Li
%J Molecules
%D 2002
%I MDPI AG
%R 10.3390/70100089
%X a,b-Ethyl thioacrylate was difuctionalized by a tandem X-C/C=C bond formation reaction. The new system uses Ti (IV) halide as both the Lewis acidic promoter and the halogen source for the Michael-type addition onto the thioacrylate. The titanium enolate species resulting from Michael-type addition react with aldehydes followed by dehydration to afford trisubstituted olefin products. Complete geometric selectivity (>95%) and up to 72% yield have been obtained for 7 examples.
%K Aldol reaction
%K halide
%K thioester
%U http://www.mdpi.com/1420-3049/7/1/89