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Synthesis of the Cytotrienin A Core via Metal Catalyzed C-C Coupling

  作者 ROESSLE MICHAEL; DEL VALLE DAVID J; KRISCHE MICHAEL J  
  选自 期刊  Organic Letters;  卷期  2011年13-6;  页码  1482-1485  
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[摘要]A synthetic approach to the C17-benzene ansamycins via metal catalyzed C-C coupling is described. Key bond formations include direct iridium catalyzed carbonyl crotylation from the alcohol oxidation level followed by chelation-controlled Sakurai-Seyferth dienylation to form the stereotriad, which Is attached to the arene via Suzuki cross-coupling. The diene-containing carboxylic acid is prepared using rhodium catalyzed acetylene-aldehyde reductive C-C coupling mediated by gaseous hydrogen. Finally, ring-closing metathesis delivers the cytotrienin core.

 
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