Département de chimie moléculaire

Three new $\alpha$-cyclopropyl nitrones have been synthesized as mechanistic probes for reductive cross-coupling reactions of nitrones. The $\alpha$-cyclopropylcarbinyl radical intermediate formed by single electron transfer from SmI2 to these nitrones is not prone to ring opening, due to a unique stabilization by the vicinal N-O-Sm system. Consequently, $\beta$-cyclopropyl hydroxylamines could be prepd. in high yield from $\alpha$-cyclopropyl nitrones. [on SciFinder(R)]