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Rigid cinchona conformers in enantioselective catalytic reactions: new cinchona‐modified platinum catalysts in the Orito reaction

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Abstract

The use of cinchona alkaloids (cinchonidine, cinchonine, quinine, quinidine, α-isocinchonine, α-isoquinidine, γ-isoquinidine) in the Orito reaction (hydrogenation of ethyl pyruvate and ethyl benzoylformate) strongly supports the structure of the intermediate complex (cinchona alkaloid “anti‐open” conformer–pyruvate 1 : 1 complex); in addition, so far unknown stereochemical conditions have been identified and the utilization of rigid cinchona conformers in the study of asymmetric syntheses have been generalized.

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Authors and Affiliations

  1. Department of Organic Chemistry, József Attila University, Dóm tér 8, H‐6720, Szeged, Hungary

    Mihály Bartók & Károly Felföldi

  2. Organic Catalysis Research Group of the Hungarian Academy of Sciences, József Attila University, Dóm tér 8, H‐6720, Szeged, Hungary

    Mihály Bartók & György Szöllösi

  3. Analytical Laboratory of Cereal Research Institute, PO Box 391, H-6701, Szeged, Hungary

    Tibor Bartók

Authors
  1. Mihály Bartók
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  2. Károly Felföldi
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  3. György Szöllösi
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  4. Tibor Bartók
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Bartók, M., Felföldi, K., Szöllösi, G. et al. Rigid cinchona conformers in enantioselective catalytic reactions: new cinchona‐modified platinum catalysts in the Orito reaction. Catalysis Letters 61, 1–5 (1999). https://doi.org/10.1023/A:1019008519015

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