Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Asymmetric Mannich-type Reactions of Fluorinated Ketoesters with Binaphthyl-Modified Thiourea Catalysts

  • Kang, Young-Ku (Department of Chemistry, Soonchunhyang University) ;
  • Yoon, Sung-Je (Department of Chemistry, Soonchunhyang University) ;
  • Kim, Dae-Young (Department of Chemistry, Soonchunhyang University)
  • Received : 2010.12.31
  • Accepted : 2011.02.04
  • Published : 2011.04.20
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Abstract

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).

Keywords

References

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