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

Asymmetric addition of arylboronic acids to α,β-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 essenti...

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Veröffentlicht in:Journal of the American Chemical Society 2012-06, Vol.134 (22), p.9086-9089
Hauptverfasser: Nishimura, Takahiro, Takiguchi, Yuka, Hayashi, Tamio
Format: Artikel
Sprache:eng
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Zusammenfassung:Asymmetric addition of arylboronic acids to α,β-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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja303109q