• Title/Summary/Keyword: Imines

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An Efficient Synthesis of Substituted Quinolines via Indium(III) Chloride Catalyzed Reaction of Imines with Alkynes

  • Zhu, Mei;Fu, Weijun;Xun, Chen;Zou, Guanglong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.1
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    • pp.43-47
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    • 2012
  • An efficient synthetic method for the preparation of quinolines through indium(III) chloride-catalyzed tandem addition-cyclization-oxidation reactions of imines with alkynes was developed. The processes can provide a diverse range of quinoline derivatives in good yields from simple imines and alkynes.

Enantioselective Hydrosilylation of Imines Catalyzed by Diamine-Zinc Complexes

  • Park, Bu-Mahn;Feng, Xinhui;Yun, Jae-Sook
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.2960-2964
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    • 2011
  • The efficient asymmetric hydrosilylation of imines in the presence of polymethylhydrosiloxane has been investigated by screening chiral diamine-zinc complexes. A series of chiral diamine ligands were prepared from optically pure 1,2-diphenyl-1,2-ethanediamine and screened for effectiveness. N-Benzylic substituents were required for high enantioselectivity; ligands with bulky groups or extra coordinating groups such as OH and S lowered the catalytic activity. The level of asymmetric induction was usually in >90% ee range for aromatic imine substrates. A linear correlation between the ee of the ligand and that of the product was observed, indicating the presence of a 1:1 ratio of ligand to metal coordination in the active catalytic complex.

Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

  • Kang, Young-Ku;Yoon, Sung-Je;Kim, Dae-Young
    • Bulletin of the Korean Chemical Society
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    • v.32 no.4
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    • pp.1195-1200
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    • 2011
  • The catalytic enantioselective Mannich-type reaction promoted by chiral binaphthyl-modified bifunctional organocatalysts is described. The treatment of ${\alpha}$-fluoro-${\beta}$-ketoesters with N-Boc imines under mild reaction conditions afforded the corresponding ${\beta}$-aminated ${\alpha}$-fluoro-${\beta}$-ketoesters with excellent enantioselectivities (up to 98% ee).