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Total Synthesis of Apoptolidin A.

  作者 Crimmins, Michael T.;Christie, Hamish S.;Long, Alan;Chaudhary, Kleem;  
  选自 期刊  Organic Letters;  卷期  2009年11-4;  页码  831-834  
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[摘要]A highly convergent, enantioselective total synthesis of the potent antitumor agent apoptolidin A has been completed. The key transformations include highly selective glycosylations to attach the C27 disaccharide and the C9 6'-deoxy-L-glucose, a cross-metathesis to incorporate the C1-C10 trienoate unit, and a Yamaguchi macrolactonization to complete the macrocycle. Twelve stereocenters in the polypropionate segments and sugar units were established through diastereoselective chlorotitanium enolate aldol reactions.

 
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