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Total Synthesis of Echinopines A and B: Exploiting a Bioinspired Late-Stage Intramolecular Cyclopropanation

  作者 PEIXOTO PHILIPPE A; RICHARD JEANALEXANDRE; SEVERIN RENE; CHEN DAVID YK  
  选自 期刊  Organic Letters;  卷期  2011年13-21;  页码  5724-5727  
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[摘要]Total synthesis of echinopine A and B have been accomplished, based on a strategy that involved two transition-metal-mediated ene-yne cycloisomerizations. A modified Pd-catalyzed enyne cycloisomerization/intramolecular Diels-Alder cascade rendered a more streamlined synthesis of tricyclic ketone 15, and a Ru-catalyzed ene-yne cycloisomerization/cyclopropanation resembled the late-stage [5/7] -> [3/5/5/7] ring-forming sequence In the proposed biosynthetic pathway.

 
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