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Total Synthesis of (-)-Amathaspiramide F.

  作者 Sakaguchi, Kazuhiko;Ayabe, Miki;Watanabe, Yusuke;Okada, Takuya;Kawamura, Kazushige;Shiada, Tetsuro;Ohfune, Yasufumi;  
  选自 期刊  Organic Letters;  卷期  2008年10-23;  页码  5449-5452  
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[摘要]The stereoselective total synthesis of the marine alkaloid (-)-amathaspiramide F (I) was achieved from the a-hydroxy-a-ethynylsilane 2. The crucial steps in this synthesis involved not only the enolate Claisen rearrangement of an a-acyloxy-a-alkenylsilane for the construction of the nitrogen-contg. quaternary carbon center, but also the chemoselective formation of the azaspirohemiaminal II using heptamethyldisilazane as the methylamine equiv. and the regioselective dibromination of the phenol moiety of II using n-Bu4NBrCl2.

 
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