Cyclopropane formation by electroreductive coupling of activated olefins and gem-polyhalo compounds

…, JP Paugam, S Condon-Gueugnot, JY Nédélec

Index: Leonel, Eric; Paugam, Jean Paul; Condon-Gueugnot, Sylvie; Nedelec, Jean-Yves Tetrahedron, 1998 , vol. 54, # 13 p. 3207 - 3218

Full Text: HTML

Citation Number: 25

Abstract

Cyclopropyl derivatives have been prepared with satisfactory yields by electroreductive coupling of activated olefins and gem-polyhalo compounds. The reaction is efficient when the olefin is more easily reduced than the organic halide. Two types of intermediates can be involved to lead to the products. The radical anion of the olefin can react with the halo compound by electron-tranfer followed by radical coupling, or be reduced into the dianion ...