Practical Synthesis of Diethyl Phenylsuccinate by Mg-promoted Carboxylation of Ethyl Cinnamate
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Mg-promoted reduction of ethyl cinnamate (<b>1a</b>) in the presence of carbon dioxide gave a mixture of β-carboxylated compound <b>2a</b> and α,β-dicarboxylated compound <b>3a</b>. Similar reductive carboxylation of <b>1a</b> followed by acidic decarboxylation of one of the two geminal carboxyl groups of the generated <b>3a</b> and esterification afforded selective formation of diethyl phenylsuccinate (<b>2a</b>) in good yield.
- Chemistry Letters
Chemistry Letters 40(4), 368-369, 2011
The Chemical Society of Japan