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Stereochemistry of Substitution of the alpha-Dimethylamino Group by Dialkylzinc in Chiral Benzylferrocene

  作者 TAKAHASHI TATSUKI; KONNO TAKASHI; OGATA KENICHI; FUKUZAWA SHINICHI  
  选自 期刊  Journal of Organic Chemistry;  卷期  2012年77-15;  页码  6638-6642  
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[摘要]The stereochemistry of the substitution of the alpha-dimethylamino group by dimethylzinc in the presence of acetyl chloride in the chiral benzylferrocene backbone was examined. The reaction with the benzylferrocene bearing an o-bromo substituent at both ferrocene and the phenyl ring proceeded with inversion of configuration, while the reaction with the benzylferrocene bearing an o-bromo substituent at either ferrocene or the phenyl ring proceeded with retention of configuration.

 
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