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Total synthesis of amphidinolide X and its 12Z-isomer by formation of the C12-C13 trisubstituted double bond via ring-closing metathesis.

  作者 Dai, Wei-Min;Chen, Yile;Jin, Jian;Wu, Jinlong;Lou, Jianshu;He, Qiaojun;  
  选自 期刊  SYNLETT;  卷期  2008年-11;  页码  1737-1741  
  关联知识点  
 

[摘要]Amphidinolide X, a 16-membered cytotoxic macrodiolide, and its for assembling the C12-C13 trisubstituted double bond. A 29:71 E/Z mixt. was obtained from the seco substrate I appended with a bulky C8-ODPS group in 50-65% combined yields by using 20 mol% of the second-generation Grubbs initiator and the corresponding indenylidene ruthenium complex. Amphidinolide X and 12Z-isomer exhibit similar cytotoxicity (IC50: 7.6-13.9 mg/mL) against A549, KB, and HL60 cell lines.

 
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