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Enantioselective Hydrogenation in Water Over Chiral Modified Heterogeneous Catalyst Admixed With Organic Solvent

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Abstract

Hydrogenation of α,β-unsaturated acid over cinchonidine-modified Pd/C results in poor enantioselectivity in water, but the selectivity becomes much higher when Pd/C is admixed with a small amount of a hydrophobic water-insoluble organic solvent. With the admixed catalyst, the product is easily removed by separation of the aqueous phase under the hydrogen atmosphere and the remaining catalyst can be reused.

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Acknowledgment

This work was supported by Grant-in-Aid for Scientific Research on Priority Areas (No. 20037058, “Chemistry of Concerto Catalysis”) from MEXT of Japan, and by Global COE program from JSPS. The authors thank Emeritus Professor Okuyama for his helpful discussions, and N.E. CHEMCAT Co. for donating the Pd/C catalysts.

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Authors and Affiliations

  1. Graduate School of Material Science, University of Hyogo, 3-2-1 Kohto, Kamigori, Ako-gun, Hyogo, 678-1297, Japan

    Takashi Sugimura & Tae Yeon Kim

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  1. Takashi Sugimura
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  2. Tae Yeon Kim
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Correspondence to Takashi Sugimura.

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Sugimura, T., Kim, T.Y. Enantioselective Hydrogenation in Water Over Chiral Modified Heterogeneous Catalyst Admixed With Organic Solvent. Catal Lett 130, 564–567 (2009). https://doi.org/10.1007/s10562-009-9907-0

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  • DOI: https://doi.org/10.1007/s10562-009-9907-0

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