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Tandem Metathesis Reactions of Oxabicyclo[2.2.1]heptenes: Studies on the Spirocyclic Core of Cyclopamine

  作者 OBLAK E ZACHARY; GDAYANANDAN NARENDRAN; WRIGHT DENNIS L  
  选自 期刊  Organic Letters;  卷期  2011年13-9;  页码  2433-2435  
  关联知识点  
 

[摘要]A rapid approach to the spirocyclic core of cyclopamine was achieved in four steps from 2-pentenyl-furan. A furan Diels-Alder reaction followed by a one-pot dehalogenation/amination sequence provides the oxabicyclic triene that upon treatment with Grubbs' catalyst undergoes smooth rearrangement to the tricyclic core.

 
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