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Electrochemical carboxylation of ketene S,S-acetals

✍ Scribed by H.H. Rüttinger; W.-D. Rudorf; H. Matschiner

Publisher
Elsevier Science
Year
1985
Tongue
English
Weight
219 KB
Volume
30
Category
Article
ISSN
0013-4686

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✦ Synopsis

The cathodic reduction of ketene S,S-acetals in aprotic media has been investigated. Because of instability of the radical anion the reduction steps are irreversible. In prcsenec of carbon dioxide the half-wave potentials are shifted to more positive values and preparative scale electrolysis yields 2_alkylthio-3-acylacrylic acids. The pathway of the electrochemical substitution is discussed as subsequent addition and elimination steps.

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Synthesis of bis-ketene N,S-acetals with
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