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Enantiospecific Formal Total Synthesis of (+)-Fawcettimine

  作者 JUNG MICHAEL E; CHANG JONAH J  
  选自 期刊  Organic Letters;  卷期  2010年12-13;  页码  2962-2965  
  关联知识点  
 

[摘要]The diastereospecific attack of the silyl end l ether on the activated cyclopropyl diester 27 generated the hydrindanone 28 with complete stereocontrol. Thermal decarbomethoxylation of 28 gave the monoester 29, a key intermediate in Heathcock's synthesis, thereby completing a formal total synthesis of (+)-fawcettimine 1. The analogous cyclization of 33, the diastereomer of 27, afforded the diastereomeric diester 34, thereby demonstrating that the cyclization process is diastereospecific.

 
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