个性化文献订阅>期刊> Organic Letters
 

Total Synthesis of (+)-Psymberin (Irciniastatin A): Catalytic Reagent Control as the Strategic Cornerstone.

  作者 Smith, Amos B., III;Jurica, Jon A.;Walsh, Shawn P.;  
  选自 期刊  Organic Letters;  卷期  2008年10-24;  页码  5625-5628  
  关联知识点  
 

[摘要]An effective total synthesis of the marine sponge cytotoxin (+)-psymberin [irciniastatin A (I)] has been achieved. Highlights of the strategy include a Diels-Alder reaction between a bis-siloxy diene and an allene to construct the arom. ring, a boron-mediated aldol reaction to elaborate the C(15-17) all syn stereotriad, catalytic reagent control to set the C(8, 9, 11 and 13) stereogenic centers of the tetrahydropyran core, and a late-stage Curtius rearrangement to install the sensitive N,O-aminal moiety. The synthesis proceeds with a longest linear sequence of 21 steps from com. available 2,2-dimethyl-1,3-propanediol.

 
      被申请数(0)  
 

[全文传递流程]

一般上传文献全文的时限在1个工作日内