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Stereoselective Synthesis of 7-epi-Incarvilline

  作者 SEO HYOWON; YUN HWAYOUNG; LEE SUJIN; JANG JAEBONG; HAN YOUNG TAEK; KIM DAEDUK; LEE JEEYEON; SUH YOUNGGER  
  选自 期刊  Organic Letters;  卷期  2013年15-3;  页码  531-533  
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[摘要]The enantioselective synthesis of 7-epi-incarvilline for formal syntheses of (-)-incarvilline, (+)-Incarvine C, and (-)-incarvillateine is described. The key features of our synthesis involve (1) stereoselective construction of the optically active bicyclic lactone utilizing Pd(0)-catalyzed allylic alkylation, (2) efficient transformation of the bridged bicyclic lactone to the key bicyclic lactam skeleton, and (3) stereoselective elaborations of two stereocenters via a substrate-controlled catalytic hydrogenation and a 1,4-addition.

 
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