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Axially Chiral Macrocyclic E-Alkene Bearing Bisazole Component Formed by Sequential C-H Homocoupling and Ring-Closing Metathesis

  作者 NISHIO SHOTARO; SOMETE TAKASHI; SUGIE ATSUSHI; KOBAYASHI TOHRU; YAITA TSUYOSHI; MORI ATSUNORI  
  选自 期刊  Organic Letters;  卷期  2012年14-10;  页码  2476-2479  
  关联知识点  
 

[摘要]Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an N-(3-butenyl) substituent with a Grubbs' catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively E-form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.

 
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