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L-Proline-Catalyzed Asymmetric Michael Addition of 2-Oxindoles to Enones: A Convenient Access to Oxindoles with a Quaternary Stereocenter

  作者 FREUND MATTHIAS H; TSOGOEVA SVETLANA B  
  选自 期刊  SYNLETT;  卷期  2011年-4;  页码  503-507  
  关联知识点  
 

[摘要]A new organocatalytic approach for 1,4-conjugate addition of 2-oxindoles to alpha,beta-unsaturated ketones using the combination of readily available and nonexpensive L-proline and achiral trans-2,5-dimethylpiperazine as catalytic system is provided. The reaction results in oxindole derivatives with vicinal quaternary and tertiary carbon centers in up to 99% yield and 91% ee.

 
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