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Enantiocontrolled Synthesis of (-)-9-epi-Pentazocine and (-)-Aphanorphine.

  作者 Yang, Xiaobao;Zhai, Hongbin;Li, Zhong;  
  选自 期刊  Organic Letters;  卷期  2008年10-12;  页码  2457-2460  
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[摘要]We have developed novel asym. routes to (-)-9-epi-pentazocine (I) and (-)-aphanorphine (II) from a D-tyrosine deriv. The tricyclic frameworks of (-)-9-epi-pentazocine and (-)-aphanorphine were assembled stereoselectively via intramol. Friedel-Crafts reaction of the corresponding bicyclic precursors, generated with titanium-promoted enyne cyclization and indium-initiated atom-transfer radical cyclization, resp.

 
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