Abstract
AbstractThe erythro‐thioimidazole precursor to the cyclopropyloxiranylmethyl radical has been prepared. Treatment with 7–19 equiv. of triphenyltin hydride at 70°C gave only 3‐cyclopropylprop‐2‐en‐1‐ol, the product of epoxide ring opening. No product in which the cyclopropyl ring had opened was observed. Kinetic analysis allowed the assignment of a lower limit for the rate of oxiranylcarbinyl radical rearrangements of 1 × 1010 s−1 at this temperature.
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