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Regioselective Ring-Opening Reaction of Unsymmetrical 2,3-Diaryl Epoxides via Catalytic Hydrogenolysis with Pd(0)EnCat (TM)

  作者 KIMACHI TETSUTARO; NAGATA HIROYO; KOBAYASHI YUSUKE; TAKAHASHI KAORI; TORII ERI; JUICHI MOTOHARU  
  选自 期刊  SYNLETT;  卷期  2011年-3;  页码  365-368  
  关联知识点  
 

[摘要]A series of unsymmetrical 2,3-diaryl epoxides were hydrogenated under transfer-hydrogenation conditions using the poly-urea-encapsulated palladium catalyst [Pd(0)EnCat (TM)]. The position of the cleaved C-O bond was determined by H-1 NMR analysis of the ring-opened products derived from the epoxide, in which one of the two benzylic methyne protons is deuterated. The ratio of ring-opened products of the unsymmetrically substituted 2,3-diaryl epoxides was affected by the degree of the steric bulkiness on the aromatic ring.

 
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