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Synfacts 2006(4): 0368-0368  
DOI: 10.1055/s-2006-932046
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

High Performance Diene-Rhodium Catalyst for Conjugate Addition of Arylboroxines

Contributor(s): Mark Lautens, Josephine Yuen
F. X. Chen, A. Kina, T. Hayashi*
Kyoto University, Japan
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Publikationsverlauf

Publikationsdatum:
24. März 2006 (online)

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Significance

The rhodium-(S,S)-2,5-dibenzylbicyclo[2.2.2]octa-2,5-diene (Bn-bod*) catalyst demonstrated very high catalytic activity in the asymmetric 1,4-addition of arylboroxines to cyclic α,β-unsaturated ketones. A quantity of 0.005-0.01 mol% of the catalyst was sufficient to give excellent yields and enantiomeric excesses with a turnover frequency up to 1.4 × 104 h-1.