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Zn(II)-Catalyzed desymmetrization of meso-epoxides by aromatic amines in water.

  作者 Bonollo, Simona;Fringuelli, Francesco;Pizzo, Ferdinando;Vaccaro, Luigi;  
  选自 期刊  SYNLETT;  卷期  2008年-10;  页码  1574-1578  
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[摘要]The Zn(OTf)2-sodium dodecyl sulfate (SDS)-bipyridine I system has proven to be an effective catalyst in water for the desymmetrization of meso-epoxides by anilines. After obtaining comparable results by using Sc(III)-SDS and Zn(II)-SDS systems in the case of cis-stilbene oxide and aniline, the enantioselective ring opening of small epoxides, for which water has never been used as reaction medium, was explored. Up to date the 85% ee obtained in the case of cyclohexene oxide with aniline and 1-naphthylamine are very good results and are the highest values obtained in water as the reaction medium.

 
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