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Lewis acid-promoted oxidative rearrangement of tertiary allylic alcohols with the PhIO/TEMPO system.

  作者 Vatele, Jean-Michel;  
  选自 期刊  SYNLETT;  卷期  2008年-12;  页码  1785-1788  
  关联知识点  
 

[摘要]A mild and environmentally friendly method for Lewis acid catalyzed oxidative rearrangement of tertiary allylic alcs. to b-disubstituted enones by the TEMPO/PhIO system was described. Bismuth triflate was the most efficient catalyst for the majority of the substrates tested except for tertiary vinyl carbinols which could be transformed to enals in fair yields only when Re2O7 was used as catalyst. A plausible mechanism for this oxidative rearrangement was discussed.

 
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