Asymmetric Syntheses with the Aid of Homogeneous Transition Metal Catalysts

Authors

  • Dr. Borislav Bogdanović,

    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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  • Dr. Biserka Henc,

    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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  • Dr. Arnold Lösler,

    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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  • Dr. Burkhard Meister,

    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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    • Now at Continental Gummiwerke AG, Hannover (Germany)

  • Dr. Horst Pauling,

    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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    • Now at Hoffmann La Roche, Basel (Switzerland)

  • Prof. Dr. Günther Wilke

    Corresponding author
    1. Max-Planck-Institut für Kohlenforschung, 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
    • Max-Planck-Institut für Kohlenforschung 433 Mülheim-Ruhr, Kaiser-Wilhelm-Platz 1 (Germany)
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  • In Memory of Karl Ziegler

Abstract

The progress made in the field of homogeneous catalysis during the last five to six years has led, inter alia, to the development of highly selective catalysts for asymmetric syntheses. Homogeneous asymmetric hydrogenation, using well defined transition metal catalysts, may be achieved with optical yields of 85 to 90% or more. Catalytic reactions, in which the chiral centers are generated by C[BOND]C bond formation, can result in optical yields of 70 to 80%. The hydrogenation catalysts consist primarily of rhodium(I) complexes containing “Homer phosphanes”, phosphanes with chiral C atoms, or optically active amides. Catalysts which induce optical activity through the formation of C[BOND]C bonds have been developed from π-allylnickel halides, Lewis acids, and phosphanes containing chiral C atoms. The results obtained signify a breakthrough in an area of catalysis previously restricted to syntheses involving enzymes.

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