SmI2-mediated reductive cross-coupling reactions of $\alpha$-cyclopropyl nitrones.

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)]

Références

Titre
SmI2-mediated reductive cross-coupling reactions of $\alpha$-cyclopropyl nitrones.
Type de publication
Article de revue
Année de publication
2010
Revue
Synlett
Pagination
1623–1626
ISSN
0936-5214
Soumis le 12 avril 2018