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Diastereoselective Syntheses of Indoloquinolizidines by a Pictet-Spengler/Lactamization Cascade

  作者 FANG HUIHUI; WU XIAOYU; NIE LINLIN; DAI XIAOYANG; CHEN JIE; CAO WEIGUO; ZHAO GANG  
  选自 期刊  Organic Letters;  卷期  2010年12-23;  页码  5366-5369  
  关联知识点  
 

[摘要]An expedient diastereoselective synthesis of highly functionalized indolo[2,3-alpha]quinolizidines adopting a cis H2/H12b geometry has been realized by a Pictet-Spengler/lactamization cascade sequence. The absolute stereochemistry at C2, C3, and C12b was governed by the originally created chirality of the Michael adduct through organocatalyzed conjugate addition of dialkyl malonates to alpha,beta-unsaturated aldehydes.

 
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