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Possibility of applying the electrochemical version of the Horner reaction to the synthesis of unsaturated lactones
Authors:V A Petrosyan  L V Adaevskaya  O S Chizhov  A Yu Romanovich
Institution:(1) N.D.Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow, Russian Federation
Abstract:Direct electrochemical reduction of specially synthesized 2-(diethoxyphosphorylacetoxy] benzaldehyde on a platinum electrode in an aprotic medium is accompanied by ester bond cleavage, and not formation of coumarin via the phosphonate-anion followed by intramolecular Horner cyclization. This could be realized, as a matter of principle, in the presence of an ionol anion (2,6-di-tert-butyl-4-methylphenoxide), electrochemically generatedin situ.Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 144–146, January, 1993.
Keywords:Wittig-Horner reaction  unsaturated lactones  synthesis  intramolecular cathode cyclization  electrochemically generated base  coumarin  2  6-di-tert-butyl-4-methyl-phenoxide
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