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An Ugi-Type Condensation of alpha-Isocyanoacetamide and Chiral Cyclic Imine under a New Catalytic System

  作者 LI SHENG; CHEN RUIJIAO; LIU XIUBING; PAN LI; XIA LIANG; CHEN XIAOCHUAN  
  选自 期刊  SYNLETT;  卷期  2012年-13;  页码  1985-1989  
  关联知识点  
 

[摘要]A new catalytic Ugi-type condensation of alpha-isocyanoacetamide and chiral cyclic imine is developed, where the combination of phenyl phosphilic acid and trifluoroethanol is exploited to promote the Ugi-type condensation with alpha-isocyanoacetamide for the first time. Under this new catalytic system, the reaction using the cyclic imines as relatively inertial substrates proceed well, and chiral 3-oxazolyl-morpholin/piperazine-2-one derivatives are synthesized with high yield and stereoselectivity. Furthermore, transformation of the condensation product to a novel fused tricyclic structure is attempted initially by treatment with maleic anhydride.

 
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