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Synlett 1991; 1991(4): 269-270
DOI: 10.1055/s-1991-20704
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Nickel-Catalyzed Cyclopropanation of Alkenes Using α-Sulfonyl Carbanions as Primary or Secondary Diazoalkane Equivalents

Yonghua Gai* , Marc Julia, Jean-Noël Verpeaux
  • *Laboratoire de Chimie de 1'Ecole Normale Supérieure, 24 rue Lhomond, F-75231 Paris Cedex 05, France
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Publication Date:
07 March 2002 (online)

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Lithiated tert-butyl alkyl sulfones (tert-butylsulfonyl-alkyllithiums) bring about the cyclopropanation of various nonactivated alkenes, under nickel(II) acetylacetonate catalysis, providing a simple, safe and efficient alternative to long chain diazoalkane chemistry. Cyclopropanation of alkenes via dimethylmethylene transfer from tert-butyl isopropyl sulfone leads directly to dimethylcyclopropanes.

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