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Stereoselective Synthesis of 2,6-trans-Tetrahydropyran via Primary Diamine-Catalyzed Oxa-Conjugate Addition Reaction of alpha,beta-Unsaturated Ketone: Total Synthesis of Psymberin

  作者 BYEON SEONG RIM; PARK HEEKWANG; KIM HYOUNGSU; HONG JIYONG  
  选自 期刊  Organic Letters;  卷期  2011年13-21;  页码  5816-5819  
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[摘要]The total synthesis of psymberin was achieved employing a readily available chiral epoxide to prepare two of the three subunits in the natural product. The key reaction was a highly stereoselective organocatalytic oxa-conjugate addition reaction of alpha,beta-unsaturated ketone catalyzed by primary diamine for the synthesis of the 2,6-trans-tetrahydropyran embedded in psymberin.

 
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