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THE DAKIN-WEST REACTION OF N-ACYLPROLINES IN THE PRESENCE OF INORGANIC BASES: UNEXPECTED FORMATION OF ENOL ESTERS

  作者 SAEKI MOMOKO; HAGIMOTO YURI; UNO HIDEMITSU; KAWASE MASAMI  
  选自 期刊  Heterocycles;  卷期  2009年79-1;  页码  821-830  
  关联知识点  
 

[摘要]A novel transformation of N-acylprolines (1) to enol esters (2) was realized by utilizing chlorodifluoroacetic or trifluoroacetic anhydrides in the presence of inorganic bases, in which probable intermediates were mesoionic 1,3-oxazolium-5-olates. The structure of the enol ester (2a) was determined by single crystal X-ray analysis.

 
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