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Observations on the synthesis and carbocyclisation reactions of 6-oxohexa-2,3-dienoates.

  作者 Gray, Philip J.;Motherwell, William B.;Sheppard, Tom D.;Whitehead, Andrew J.;  
  选自 期刊  SYNLETT;  卷期  2008年-14;  页码  2097-2100  
  关联知识点  
 

[摘要]6-Oxohexa-2,3-dienoates can be readily prepd. via an atom economical Claisen rearrangement of propargyl vinyl ethers formed in situ by the reaction of propargylic alcs. with acetals. Preliminary expts. demonstrated that these functionalized allenic esters undergo a facile amine-induced carbocyclization under mild reaction conditions, yielding densely functionalized cyclopentanones contg. chiral quaternary C centers.

 
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