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Enantioselective Synthesis of the ABC Ring Motif of Norzoanthamine Based on Asymmetric Robinson Annulation Reactions

  作者 NGUYEN THONG X; DAKANALI MARIANNA; TRZOSS LYNNIE; THEODORAKIS EMMANUEL A  
  选自 期刊  Organic Letters;  卷期  2011年13-13;  页码  3308-3311  
  关联知识点  
 

[摘要]An enantioselective strategy for the synthesis of tetracyclic motif 5, representing the northern fragment of norzoanthamine, is presented. Key to the strategy is the use of two asymmetric Robinson annulation reactions that produce the tricyclic ABC ring system with excellent stereoselectivity. Further functionalization at the periphery of the C ring produces compound 5 containing six contiguous stereocenters of the natural product.

 
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