Catalytic asymmetric hydrogenation

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260645, 260668R, 2606839, 260958, 260962, 252431P, 252431N, 260270PY, 260 27DR, 2603131, 26032661, 260329ME, 2603461, 2603477, 2603478, 26034791, 260568, 260583R, 260586R, 260607R, 260609R, 260644, 562592, 562606, 562496, C07F 1500

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041196520

ABSTRACT:
Process for the homogeneous catalytic hydrogenation of olefins, capable of existing as enantiomorphs upon hydrogenation of the olefinic bond, which yields on hydrogenation an optically active mixture. The process comprises the hydrogenation of the olefin in the presence of an optically active coordinated metal hydrogenation catalyst, in which the metal is selected from the group consisting of rhodium, iridium, ruthenium, osmium, palladium and platinum.
This process is a generalized process for any asymmetric hydrogenation of olefins in which one optical enantiomorph is desired. It is also a generalized process for the selective hydrogenation of olefins in the presence of other reactive groups which are easily hydrogenated. It is especially useful for the preparation of natural products which possess optical activity, such as amino acids, and for products such as flavors, fragrances which may require optical activity for their utilitization.
This invention also relates to new optically active coordinated hydrogenation catalysts.

REFERENCES:
patent: 3409599 (1968-11-01), Bauer et al.
patent: 3458547 (1969-07-01), Coffey
patent: 3489786 (1970-01-01), Dewhirst
patent: 3639439 (1972-02-01), Dewhirst
Chatt et al., J. Chem. Soc. 1963, pp. 3371-3374.
Brookes et al. J. Chem. Soc. (A), 1967, pp. 1079-1084.
Jenkins et al., J. Chem. Soc. 1965, pp. 6789-6796.
Brookes et al., Chem. Abstracts 1967, vol. 67 #69276.
Dewhirst et al., Chem. Abstracts 1968, #74747.

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