高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 26.

• Plenary, Keynote and Invited Lectures • 上一篇    下一篇

Development of Methods for Diastereo- and Enantioselective Synthesis of Hydroxyl amine Derivatives

Kang Zhao   

  1. Department of Chemistry, New York University, 31 Washington Place, New York, NY 10003
  • 出版日期:1998-12-31 发布日期:1998-12-31

Development of Methods for Diastereo- and Enantioselective Synthesis of Hydroxyl amine Derivatives

Kang Zhao   

  1. Department of Chemistry, New York University, 31 Washington Place, New York, NY 10003
  • Online:1998-12-31 Published:1998-12-31

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摘要： N-alkyl hydroxylamines add to conjugated alkenoates in a "concerted" fashion with high stereoselectivity and the esulting intermediates can be easily derivatized to several classes of biologically interesting molecules such as the analogs of aminosugar and nucleoside. For example, high stereoselectivity was observed in the addition of hydroxylamine derivatives to acyclic a,b-unsaturated esters. The adducts were subsequently cyclized under mild conditions to afford a single isomer of isoxazolidin-5-ones which were converted to class of isoxazoline and isoxazolidine derivatives for the studies of their antiviral activity.

Abstract: N-alkyl hydroxylamines add to conjugated alkenoates in a "concerted" fashion with high stereoselectivity and the esulting intermediates can be easily derivatized to several classes of biologically interesting molecules such as the analogs of aminosugar and nucleoside. For example, high stereoselectivity was observed in the addition of hydroxylamine derivatives to acyclic a,b-unsaturated esters. The adducts were subsequently cyclized under mild conditions to afford a single isomer of isoxazolidin-5-ones which were converted to class of isoxazoline and isoxazolidine derivatives for the studies of their antiviral activity.

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