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FeCl3-catalyzed cyclization of alpha-sulfonamido-allenes with aldehydes-the substituent effect

  作者 CHENG JIAJIA; TANG XINJUN; YU YIHUA; MA SHENGMING  
  选自 期刊  Chemical Communications;  卷期  2012年48-99;  页码  12074-12076  
  关联知识点  
 

[摘要]FeCl3-catalyzed aza-Prins-cyclization reaction of alpha-sulfonamido-allenes with aldehydes afforded 1,2,3,6-tetrahydropyridine or 2,5-dihydro-1H-pyrrole derivatives efficiently and highly selectively. The different regioselectivity is probably caused by the stabilizing effect of the phenyl group on the positively charged allylic intermediate.

 
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