Asymmetric 1,3-Dipolar Cycloaddition of Nitrile Oxides to γ-Substituted Allylic Alcohols

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著者

    • YOSHIDA Yayoi
    • Department of Chemistry, Faculty of Science, Kanazawa University
    • UKAJI Yutaka
    • Department of Chemistry, Faculty of Science, Kanazawa University. Department of Chemical Science, Graduate School or Natural Science and Technology, Kanazawa University.
    • INOMATA Katsuhiko
    • Department of Chemistry, Faculty of Science, Kanazawa University. Department of Chemical Science, Graduate School or Natural Science and Technology, Kanazawa University.

抄録

The asymmetric 1,3-dipolar cycloaddition of nitrile oxides to γ-substituted allylic alcohols was achieved by the use of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding 3,4,5-trisubstituted-2-isoxazolines with high regio- and enantioselectivities. 4,5-trans-2-Isoxazolines derived from ethyl (E)-4-hydroxy-2-butenoate were transformed to the corresponding 4,5-cis-2-isoxazolines by the treatment with a base through isomerization and lactonization.

収録刊行物

  • Chemistry letters

    Chemistry letters 1998(10), 1023-1024, 1998-10-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10004700101
  • 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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