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Russian Chemical Bulletin

, Volume 54, Issue 2, pp 348–353 | Cite as

Borohydride reduction of acetophenone and esters of dehydrocarboxylic acids in the presence of chiral cobalt(II) diamine complexes

  • L. O. Nindakova
  • B. A. Shainyan
Article

Abstract

The catalytic reduction of acetophenone, methyl α-acetamidocinnamate, and dimethyl itaconate with alcohol-modified sodium borohydride was studied in the presence of complexes CoCl2·L2 (L2 are chiral C2-symmetric diamines: (4S,5S)-2,2-dimethyl-4,5-bis(aminomethyl)-1,3-dioxolane, (4S, 5S)-2,2-dimethyl-4,5-bis(methylaminomethyl)-1,3-dioxolane, (4S, 5S)-2,2-dimethyl-4,5-bis(dimethylaminomethyl)-1,3-dioxolane, and (4S, 5S)-2,2-dimethyl-4,5-bis(diphenylaminomethyl)-1,3-dioxolane). The maximum enantiomeric excess of (S)-1-phenylethanol was 24%, that of dimethyl α-methylsuccinate was 38%.

Key words

borohydride reduction cobalt(II) complexes chiral diamines 

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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • L. O. Nindakova
    • 1
  • B. A. Shainyan
    • 1
  1. 1.A. E. Favorskii Irkutsk Institute of Chemistry, Siberian BranchRussian Academy of SciencesIrkutskRussian Federation

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