This paper describes the identification of carbon–carbon bond cleavage within a defined range of epoxides as being a reaction type which is specifically diagnostic of free radicals adjacent to the epoxide. The speed of the epoxide cleavage is greater than that of hex-5-enyl radical cyclisation, and hence the reaction is kinetically competent to act as a new and discriminating type of probe for free radicals in solution.
J. M. Dickinson, J. A. Murphy, C. W. Patterson and N. F. Wooster, J. Chem. Soc., Perkin Trans. 1, 1990, 1179 DOI: 10.1039/P19900001179
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