"contra-Michael" Addition of Alkyllithiums to Silicon- and Phenyl-substituted α,β-Unsaturated Amides in the Presence of t-BuOK

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著者

    • HINAGO Tomoko
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • TESHIMA Nana
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • KENMOKU Satoko
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • KAMATA Tiyako
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • TERAUCHI Nahoko
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • CHIBA Nao
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • SATOH Chikako
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • NAKAMURA Aya
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University
    • ASAOKA Morio
    • Department of Chemical and Biological Sciences, Faculty of Science, Japan Women's University

抄録

Carbolithiation of 3-(trimethylsilyl)acrylamide and cinnamamide derivatives gave the corresponding 3-substituted (Michael) and/or 2-substituted (contra-Michael) adducts. The regioselectivity depends on the nature of alkyllithium reagents. In the carbolithiation with <I>n</I>-alkyllithiums, the presence of <I>t</I>-BuOK caused dramatic change of the addition mode and the contra-Michael adducts were obtained exclusively.

収録刊行物

  • Chemistry letters  

    Chemistry letters 36(1), 54-55, 2007-01-05 

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10018662797
  • 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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