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Organocatalytic Asymmetric Michael-Type/Wittig Reaction of Phosphorus Ylides: Synthesis of Chiral alpha-Methylene-delta-Ketoesters

  作者 LIN AIJUN; WANG JUNYING; MAO HAIBIN; GE HUIMING; TAN RENXIANG; ZHU CHENGJIAN; CHENG YIXIANG  
  选自 期刊  Organic Letters;  卷期  2011年13-16;  页码  4176-4179  
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[摘要]An asymmetric Michael-type reaction of phosphorus ylides and alpha,beta-unsaturated ketones under the catalysis of a chiral ion pair catalyst has been described. The ion pair catalyst containing a chiral counteranion was prepared by simply mixing 9-amino-(9-deoxy)-epl-quinine with L-N-Boc-proline. The optically active alpha-methylene-delta-ketoesters could be obtained with good to excellent enantloselectivities (up to 95% ee) under mild reaction conditions.

 
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