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An Improved Asymmetric Synthesis of Malyngamide U and Its 2'-Epimer.

  作者 Feng, Jian-Peng;Shi, Zi-Fa;Li, Yang;Zhang, Jun-Tao;Qi, Xian-Liang;Chen, Jie;Cao, Xiao-Ping;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-17;  页码  6873-6876  
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[摘要]An accelerated and improved asym. synthesis of malyngamide U (I) and its 2'-epimer was accomplished from readily available n-hexanal, ethanolamine and (R)-(-)-carvone. The key steps involved a Johnson-Claisen rearrangement in the synthesis of an unsatd. carboxylic acid and an aldol reaction in the construction of the skeleton of I and its 2'-epimer. There are 13 steps in the synthesis, with a 2.7% overall yield for I and a 0.4% yield for its 2'-epimer.

 
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