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A short enantioselective formal synthesis of (+)-(S)-4,4-(ethylenedioxy)-7-hydroxyoct-2-enoic acid: The penultimate precursor to (-)-(R,R)-pyranophorin

  作者 Kalita, D; Khan, AT; Saikia, AK; Bez, G; Barua, NC  
  选自 期刊  Synthesis;  卷期  1998年-7;  页码  975-976  
  关联知识点  
 

[摘要]Exclusive trans-addition of the nitronate dianion generated from the readily available (S)-4-acetoxy-1-nitropentane (S)-3 to methyl propiolate under PTC conditions gave adduct 4, which under carefully controlled Nef conditions at pH 5.3 gave the crucial gamma-oxo-alpha,beta-unsaturated ester (S)-5.

 
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