Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs

Sunghee Son and Gregory C. Fu*
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139
J. Am. Chem. Soc., 2008, 130 (9), pp 2756–2757
DOI: 10.1021/ja800103z
Publication Date (Web): February 8, 2008
Copyright © 2008 American Chemical Society

Abstract

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Complementing previous advances in allylation chemistry, an effective nickel/Pybox catalyst for regioselective asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with readily available organozinc halides has been developed. The method has been applied in two key steps of a formal total synthesis of fluvirucinine A1.

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History

  • Published In Issue March 05, 2008
  • Received January 6, 2008

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