Synthesis 2004(4): 521-524  
DOI: 10.1055/s-2004-815954
PAPER
© Georg Thieme Verlag Stuttgart · New York

Novel and Convenient Aldolization of Methyl 3,3,3-Trifluoropyruvate Using Enamines Instead of Ketones

Jiří Paleček, Oldřich Paleta*
Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, 16628 Prague 6, Czech Republic
Fax: +4202(2431)1082; e-Mail: oldrich.paleta@vscht.cz;
Further Information

Publication History

Received 11 August 2003
Publication Date:
03 February 2004 (online)

Abstract

Piperidine enamines derived from acetone, acetophenone, cyclopentanone and cyclohexanone react easily in minutes with methyl 3,3,3-trifluoropyruvate (1) to afford products of the aldol condensation in high yields at room temperature, which is in contrast to the direct aldolization of 1 with the ketones.