Rh(I)-Catalyzed Asymmetric Intramolecular Pauson-Khand Reaction in Aqueous Media

Won Hyuck Suh; Mira Choi; Sang Ick Lee; Young Keun Chung

doi:10.1055/s-2003-41044

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Rh(I)-Catalyzed Asymmetric Intramolecular Pauson-Khand Reaction in Aqueous Media

Won Hyuck Suh, Mira Choi, Sang Ick Lee, Young Keun Chung*
School of Chemistry and Center for Molecular Catalysis, Seoul National University, Seoul 151-747, Korea
Fax: +82(2)8890310; e-Mail: ykchung@plaza.snu.ac.kr;

Abstract

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Abstract

The first rhodium-BINAP complex-catalyzed enantioselective Pauson-Khand reaction in aqueous media, which is accelerated by surfactant, is reported. The chiral rhodium catalyst is easily prepared in situ from 1 equivalent of [Rh(cod)Cl]₂ and 2 equivalents of BINAP under 1 atm of CO and a temperature of 60 °C or 90 °C. Ee’s up to 96% were achieved for the intramolecular Pauson-Khand reaction, but the yields are highly dependent upon the substrate itself.

Key word

Pauson-Khand reaction - rhodium - BINAP - surfactant - aqueous

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References

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