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Stereoselective hydrogenation of methyl acetoacetate over structurally different chiral ruthenium complexes

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Abstract

Structurally different chiral ruthenium complexes were used in the asymmetric hydrogenation of methyl acetoacetate to methyl (R)-3-hydroxybutanoate. The naphthalene and dioxazole biphosphine structure variations revealed a strong effect on the reaction rate and the parameter of enantioselectivity. The highest optical yields were achieved with catalysts bearing two metal centers and comprising the quaternary ammonium ionic character.

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Acknowledgments

The authors wish to acknowledge the Academy of Sciences of the Czech Republic for supporting this project. TF specifically thanks the Ministry of Education of the Czech Republic, project no. 203/08/H032, for funding partly his PhD fellowship.

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Authors and Affiliations

  1. Faculty of Chemical Technology, Institute of Chemical Technology—ICT Prague, Technicka 5, 166 28, Prague, Czech Republic

    Tomas Floris

  2. Institute of Chemical Process Fundamentals, Academy of Sciences of the Czech Republic, Rozvojova 2, 165 02, Prague, Czech Republic

    Petr Kluson

  3. School of Chemistry, Bangor University, North Wales, Gwynedd, LL57 2UW, UK

    Morwenna Slater

Authors
  1. Tomas Floris
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  2. Petr Kluson
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  3. Morwenna Slater
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Correspondence to Petr Kluson.

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Floris, T., Kluson, P. & Slater, M. Stereoselective hydrogenation of methyl acetoacetate over structurally different chiral ruthenium complexes. Reac Kinet Mech Cat 102, 67–74 (2011). https://doi.org/10.1007/s11144-010-0256-1

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  • DOI: https://doi.org/10.1007/s11144-010-0256-1

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