4.4 Article

N,N′-Dioxide-nickel(II) complex catalyzed asymmetric Michael addition of cyclic 1,3-dicarbonyl compounds to β,γ-unsaturated α-ketoesters

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 27, Pages 3433-3436

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.04.089

Keywords

Asymmetric catalysis; beta,gamma-Unsaturated alpha-ketoester; Michael addition; Warfarin; Nickel

Funding

  1. National Natural Science Foundation of China [20732003, 21021001]
  2. PCSIRT [IRT0846]
  3. National Basic Research Program of China (973 Program) [2011CB808600]

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direct asymmetric Michael addition of cyclic 1,3-dicarbonyl compounds to beta,gamma-unsaturated alpha-ketoesters could be efficiently catalyzed by an N,N'-dioxide-nickel(II) complex. A series of chiral warfarin derivatives were obtained in excellent yields (up to 99%) with high enantioselectivities (up to 90% ee) under mild conditions within shorter reaction time. (C) 2011 Elsevier Ltd. All rights reserved.

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