Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Nitrile Oxides to an Achiral Allyl Alcohol Utilizing Diisopropyl Tartrate as a Chiral Auxiliary

書誌事項

公開日
1996
DOI
  • 10.1246/cl.1996.455
  • 10.1002/chin.199643032
公開者
公益社団法人 日本化学会

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説明

The catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol was achieved by the use of a catalytic amount of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (R)-2-isoxazolines with high enantioselectivity. In order to realize reproducible higher stereoselection, the addition of a small amount of ethereal compound such as 1,4-dioxane was crucial.

収録刊行物

  • Chemistry Letters

    Chemistry Letters 25 (6), 455-456, 1996

    公益社団法人 日本化学会

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