4.8 Article

Effect of Chiral Diene Ligands in Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to α,β-Unsaturated Sulfonyl Compounds

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 22, Pages 9086-9089

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja303109q

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Funding

  1. Scientific Research from the MEXT, Japan
  2. Grants-in-Aid for Scientific Research [24550117] Funding Source: KAKEN

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Asymmetric addition of arylboronic acids to alpha,beta-unsaturated sulfonyl compounds proceeded in the presence of a rhodium catalyst coordinated with a chiral diene ligand to give high yields of the addition products with high enantioselectivity (96 -> 99.5% ee). The diene ligand was proved to be essential for the formation of the addition products, while the use of a bisphosphine ligand mainly gave the cine-substitution product.

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