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Total synthesis of the resorcyclic lactone-based kinase inhibitor L-783277.

  作者 Hofmann, Tatjana;Altmann, Karl-Heinz;  
  选自 期刊  SYNLETT;  卷期  2008年-10;  页码  1500-1504  
  关联知识点  
 

[摘要]The total synthesis of the natural product L-783277 I (RR1 = O) was accomplished based on the convergent assembly of appropriate building blocks. Key steps are the Suzuki coupling of olefin II and 2-trimethylsilylethyl 2-bromo-6-hydroxy-4-methoxybenzoate, the Mitsunobu-based macrolactonization of seco acid III, and the allylic oxidn. of the macrocyclic triol I (R = H, R1 = OH) with polymer-bound IBX. Only one of the two C(6')-stereoisomers of the latter product provided L-783277 with high selectivity.

 
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