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Gold Catalyzed Diastereoselective Cascade Allylation/Enyne Cycloisomerization to Construct Densely Functionalized Oxygen Hetereocycles

  作者 CHEN ZILI; ZHANG YUXIN; WANG YAHUI; ZHU LILI; LIU HENG; LI XIAOXIAO; GUO LIN  
  选自 期刊  Organic Letters;  卷期  2010年12-15;  页码  3468-3471  
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[摘要]A new tandem allylation/enyne cycloisomerization reaction was developed to construct densely functionalized oxygen hetereocycles with high diastereoselectivities from the intermolecular reaction of allylic acetates with propargylic alcohols via gold catalysis. Terminal and nonterminal propargylic alcohols take different reaction routes either to provide 3-oxa-bicyclo[4.1.0]hept-4-ene derivatives 5 or to give endocyclic rearrangement products 7 and alkoxycyclization adducts 8. Cyclopropane's stereochemistry was mainly determined by allylic substituents.

 
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