Synthesis 2004(3): 389-400  
DOI: 10.1055/s-2004-815915
PAPER
© Georg Thieme Verlag Stuttgart · New York

Epoxide Formation by Indirect Electroreductive Coupling between Aldehydes or Ketones and Activated gem-Dichloro Compounds

S. Oudeyer, E. Léonel, J. P. Paugam*, J.-Y. Nédélec
LECSO-CNRS UMR 7582, Université Paris XII-Val de Marne, 2 à 8 rue H. Dunant, 94320 Thiais, France
Fax: +33(01)49781148; e-Mail: paugam@glvt-cnrs.fr;
Further Information

Publication History

Received 5 November 2003
Publication Date:
13 January 2004 (online)

Abstract

Epoxides are prepared by indirect electroreductive coupling of carbonyl compounds (aldehydes or ketones) and activated gem-dichloro compounds. This process is more efficient with aryl ketones than with aryl aldehydes. Though yields are only moderate, this method offers the valuable advantage of avoiding the use of strong bases or peroxides.