Tetrahedron Letters

Electrochemical oxidation of acylsilanes

J Yoshida, S Matsunaga, S Isoe

Index: Yoshida, Jun-ichi; Matsunaga, Shin-ichiro; Isoe, Sachihiko Tetrahedron Letters, 1989 , vol. 30, # 39 p. 5293 - 5296

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Citation Number: 26

Abstract

Abstract Oxidation potentials of acylsilanes were found to be much less than those of the corresponding ketones and aldehydes. Electrochemical oxidation of acylsilanes resulted in facile cleavage of the carbon-silicon bond and introduction of oxygen and nitrogen nucleophiles at the carbonyl carbon. Therefore acylsilanes serve as a synthetic equivalent of acyl cations.