Structure et réactivité. III., Evolutions stéréochimiques et chemins réactionnels des radicaux cyclohexyles substitués en 2 et cyclohexényles substitués en 3 (réaction de Kochi)

Abstract

The chlorodecarboxylation reaction (Kochi reaction) of a series of cyclohexane and cyclohexene carboxylic acids was investigated. Competitive acetoxy decarboxylation occurs, and the proportion of acetates is shown to increase with steric hindrance due to the R-substituent relative to the radical center. A partial evolution involving high energy conformers is suggested to explain the difference of stereoselectivities in the formation of acetates and chlorides.