A Facile Synthesis of N-[2-(Trifluoromethyl)allyl]amides and Their Transformation into Angularly Trifluoromethylated Bicyclic Cyclopentenones

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著者

    • NADANO Ryo
    • Department of Chemistry, Graduate School of Science, The University of Tokyo
    • ICHIKAWA Junji
    • Department of Chemistry, Graduate School of Science, The University of Tokyo

抄録

On treatment with <I>sec</I>-BuLi at −105 °C, 2-bromo-3,3,3-trifluoropropene undergoes rapid lithium–halogen exchange to generate thermally unstable 1-(trifluoromethyl)vinyllithium, which reacts with <I>N</I>-tosylimines to afford <I>N</I>-[2-(trifluoromethyl)allyl]amides in high yield. Propargylation of the amides, followed by the Pauson–Khand reaction, readily provides pyrrolidine ring-fused cyclopentenones with an angular trifluoromethyl group.

収録刊行物

  • Chemistry letters  

    Chemistry letters 36(1), 22-23, 2007-01-05 

    The Chemical Society of Japan

参考文献:  19件

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各種コード

  • NII論文ID(NAID)
    10018662470
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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