Stereoselective synthesis of 7-epi-incarvilline.

نویسندگان

  • Hyowon Seo
  • Hwayoung Yun
  • Sujin Lee
  • Jaebong Jang
  • Young Taek Han
  • Dae-Duk Kim
  • Jeeyeon Lee
  • Young-Ger Suh
چکیده

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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عنوان ژورنال:
  • Organic letters

دوره 15 3  شماره 

صفحات  -

تاریخ انتشار 2013