4.8 Article

Intramolecular arylcyanation of alkenes catalyzed by nickel/AlMe2CI

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 39, Pages 12874-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja805088r

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Funding

  1. MEXT
  2. The Sumitomo Foundation
  3. The Uehara Memorial Foundation
  4. JSPS

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A catalyst system derived from nickel and cocatalytic AlMe2Cl effects the intramolecular arylcyanation of alkenes. The reaction takes place in an exclusive exo-dig manner to give a wide range of nitrites having a benzylic quaternary carbon in good yields. Detailed investigations are described on the scope and mechanism as well as preliminary results on the asymmetric version of the reaction to provide novel access to chiral quaternary stereocenters.

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