Molecules 2002, 7(1), 89-95; doi:10.3390/70100089
Article

Three-Component Halo Aldol Condensation of Thioacrylates with Aldehydes Mediated by Titanium (IV) Halide

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Received: 28 June 2001; in revised form: 19 December 2001 / Accepted: 21 December 2001 / Published: 30 January 2002
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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.
Keywords: Aldol reaction; halide; thioester
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MDPI and ACS Style

Kim, S.H.; Wei, H.-X.; Gao, J.J.; Li, G. Three-Component Halo Aldol Condensation of Thioacrylates with Aldehydes Mediated by Titanium (IV) Halide. Molecules 2002, 7, 89-95.

AMA Style

Kim SH, Wei H-X, Gao JJ, Li G. Three-Component Halo Aldol Condensation of Thioacrylates with Aldehydes Mediated by Titanium (IV) Halide. Molecules. 2002; 7(1):89-95.

Chicago/Turabian Style

Kim, Sun H.; Wei, Han-Xun; Gao, Joe J.; Li, Guigen. 2002. "Three-Component Halo Aldol Condensation of Thioacrylates with Aldehydes Mediated by Titanium (IV) Halide." Molecules 7, no. 1: 89-95.

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