4.8 Article

Sodium Tetraarylborates as Effective Nucleophiles in Rhodium/Diene-Catalyzed 1,4-Addition to β,β-Disubstituted α,β-Unsaturated Ketones: Catalytic Asymmetric Construction of Quaternary Carbon Stereocenters

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 38, Pages 13588-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja905432x

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan [19105002]
  2. Kyoto University

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A rhodium-catalyzed 1,4-addition of sodium tetraarylborates to beta,beta-disubstituted alpha,beta-unsaturated ketones is described. Highly efficient asymmetric catalysis has also been achieved by employing a readily available chiral diene ligand, leading to the construction of quaternary carbon stereocenters with high enantioselectivity.

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