Chemistry Letters

Enol Cation Radicals in Solution. 7.. ALPHA.-Umpolung of Ketones via Enol Cation Radicals. Mechanistic and Synthetic Aspects.

M Schmittel, M Levis

Index: Schmittel, Michael; Levis, Michael Chemistry Letters, 1994 , # 10 p. 1935 - 1938

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Abstract

The novel α-Umpolung of ketones via intermediate enol cation radicals has been explored mechanistically and tested for different nucleophiles that are compatible to the oxidative conditions. The rate of the reaction was determined indicating that enolization takes place prior to the one-electron oxidation step.