Ni(II)−Bis[(R,R)-N,N‘-dibenzylcyclohexane-1,2-diamine]Br2 Catalyzed Enantioselective Michael Additions of 1,3-Dicarbonyl Compounds to Conjugated Nitroalkenes

David A. Evans* and Daniel Seidel
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138
J. Am. Chem. Soc., 2005, 127 (28), pp 9958–9959
DOI: 10.1021/ja052935r
Publication Date (Web): June 23, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, evans@chemistry.harvard.edu

Abstract

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A highly enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes has been developed that employs a newly developed Ni(II)−(bis)diamine based catalyst. The reaction scope includes substituted and unsubstituted malonates, β-ketoesters, and nitroalkenes bearing aromatic and aliphatic residues. Ease of synthesis of this complex is noteworthy.

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History

  • Published In Issue July 20, 2005
  • Received May 4, 2005

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