A nickel-catalyzed ring contraction to generate vinylcyclopropanes has been developed. This transformation proceeds with fluorinated starting materials, despite the usual lack of reactivity of the C–F bond. A variety of aryl and alkyl-substituted substrates are tolerated in the ring contraction, and substituted vinylcyclopropanes are formed with high diastereoselectivity.

Diastereoselective nickel-catalyzed ring contraction reactions for cyclopropane synthesis

251st National Meeting (2016)

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