Synlett 2002(1): 0140-0142
DOI: 10.1055/s-2002-19350
LETTER
© Georg Thieme Verlag Stuttgart · New York

Convenient Synthesis of Cyclic α-Alkoxyl-α,β-unsaturated Carboxylic Acids by Nickel-catalyzed Electrochemical Carboxylation of Lactone Enol Triflates

Hisanori Senboku*, Hirotaka Kanaya, Masao Tokuda*
Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan
Fax: +81(11)7066598; e-Mail: tokuda@org-mc.eng.hokudai.ac.jp;
Further Information

Publication History

Received 9 October 2001
Publication Date:
01 February 2007 (online)

Abstract

Electrochemical carboxylation of lactone enol triflates in DMF containing a catalytic amount of NiBr2·bpy with a platinum cathode and a magnesium anode under an atmospheric pressure of CO2 gave the corresponding cyclic α-alkoxyl-α,β-unsaturated carboxylic acids, captodative cycloalkenes, in good yields.