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Enantioselective Hydrogenation over Chiral Cobalt Complexes with (+)-(1S,2S,5R)-Neomenthyldiphenylphosphine and (-)-(R,R)-2,2-Dimethyl-4,5-bis(diphenylphosphinomethyl)-1,3-dioxolane

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Abstract

The optical yield in enantioselective hydrogenation of methyl α-acetamidocinnamate over mono- and diphosphine cobalt(II) complexes CoX2L2 [where X = Cl or CF3SO3, L = (+)-(1S,2S,5R)-neomenthyl-diphenylphosphine or L2' = (-)-(R,R)-2,2-dimethyl-4,5-bis(diphenylphosphinomethyl)-1,3-dioxolane], which are generated in situ, in the presence of sodium tetrahydridoborate increases with rise in the phosphine-to-metal ratio and hydrogen pressure. The maximal optical yields of (+)-(S)-N-acetylphenylalanine methyl ester attain 40% (CoX2L2) and 42% (CoX2L2').

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Authors
  1. L. O. Nindakova
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  2. B. A. Shainyan
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  3. F. K. Shmidt
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Nindakova, L.O., Shainyan, B.A. & Shmidt, F.K. Enantioselective Hydrogenation over Chiral Cobalt Complexes with (+)-(1S,2S,5R)-Neomenthyldiphenylphosphine and (-)-(R,R)-2,2-Dimethyl-4,5-bis(diphenylphosphinomethyl)-1,3-dioxolane. Russian Journal of Organic Chemistry 40, 973–975 (2004). https://doi.org/10.1023/B:RUJO.0000045187.83680.fe

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  • DOI: https://doi.org/10.1023/B:RUJO.0000045187.83680.fe

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