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ELECTROCHEMICAL CYCLIZATION OF TETRAMETHYL ESTERS OF 2-SUBSTITUTED PROPANE-1,1,3,3-TETRACARBOXYLIC ACIDS IN THE PRESENCE OF SALTS OF HYDROHALIC ACIDS
Elinson, M. N.,Fedukovich, S. K.,Nikishin, G. I.
, p. 2523 - 2529 (1990)
The chemical and electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of hydrohylic acid salt mediators were studied.It was found that the chemical variant of the cyclization of the corresponding α,α'-dianions of esters of propane-1,1,3,3-tetracarboxylic acids by the action of iodine or bromine is substantially inferior to the electrochemical variant.In the latter case, the esters of substituted cyclopropane-1,1,3,3-tetracarboxylic acids are formed in a 87-98percent yield.The tetramethyl ester of 2-isopropylpropane-1,1,3,3-tetracarboxylic acid, which under the electrolysis conditions decomposes according to a Michael retroreaction is an exception.
