An Efficient and General Entry to (Z)-α-Fluoro-β-substituted Acrylaldehydes Based on the Coupling Reaction of α-Fluoro-β-amino Acrylaldehydes with Organolithium Reagents

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抄録

<I>α</I>-Fluoro-<I>β</I>-amino acrylaldehydes (<B>2</B>), readily available from the reaction of polyfluoroalkenyl tosylates (<B>1</B>) with dialkylamines in the presence of triethylamine and a catalytic amount (10 mol%) of tetrabutylammonium fluoride (TBAF), reacted smoothly with various organolithium reagents at −78 °C for 0.5 h, followed by hydrolysis with 10% hydrochloric acid at room temperature for 1 h to afford the corresponding (<I>Z</I>)-<I>α</I>-fluoro-<I>β</I>-substituted acrylaldehydes (<B>3</B>) <I>via</I> allylic rearrangement in good to excellent yields.

収録刊行物

  • Chemistry letters

    Chemistry letters 1997(8), 739-740, 1997-08

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10002613671
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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