• Title/Summary/Keyword: Enantioselective

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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).

Organocatalytic Asymmetric Michael Addition of 1,3-Cyclohexanedione to Benzylidenemalonitriles

  • Suh, Chang Won;Kim, Dae Young
    • Bulletin of the Korean Chemical Society
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    • v.35 no.1
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    • pp.98-102
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    • 2014
  • The organocatalytic enantioselective Michael addition reaction promoted by chiral binaphthyl-modified squaramide catalyst have been developed, allowing facile synthesis of the corresponding chiral 2-amino-4H-chromenes derivatives with excellent enantioselectivity (up to 99% ee). The method reported represents a practical entry for the preparation of chiral 2-amino-4H-chromenes derivatives.

Highly Enantioselective Rh-catalyzed Transfer Hydrogenation of α-Functionalized Arylketones

  • Lee, Do-Min;Kwak, Se-Hun;Lee, Kee-In
    • Bulletin of the Korean Chemical Society
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    • v.30 no.6
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    • pp.1317-1324
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    • 2009
  • Asymmetric transfer hydrogenation of α-functionalized arylketones has been studied. The chiral Rh-catalyst effectively performed in transfer hydrogenation of $\alpha$-mesyloxyketones with an azeotropic mixture of formic acid/triethylamine to produce optically active 1-arylethandiols with excellent enantioselectivity.