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Enantioselective Friedel-Crafts Aminoalkylation Catalyzed by Chiral Ammonium 1,1 '-Binaphthyl-2,2 '-disulfonates

  作者 HATANO MANABU; SUGIURA YOSHIHIRO; AKAKURA MATSUJIRO; ISHIHARA KAZUAKI  
  选自 期刊  SYNLETT;  卷期  2011年-9;  页码  1247-1250  
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[摘要]A catalytic enantioselective Friedel-Crafts aminoalkylation between aromatic aldimines and N-benzylpyrrole with the use of a homogeneous chiral ammonium salt, (R)-BINSA-N,N-dimethylbutylamine, as a dynamic Bronsted acid-Bronsted base catalyst, is reported. Unlike the results with conventional catalysts, remarkably high reactivity was established at -78 degrees C within 30 minutes, and the corresponding aryl(1H-pyrrol-2-yl) methanamines were obtained with good to high enantioselectivities.

 
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