高等学校化学学报

高等学校化学学报 ›› 2000, Vol. 21 ›› Issue (S1): 467.

• Synthetic Sciences • 上一篇    下一篇

Facile Synthesis of (z)-5-Methyl-3-Phenoxymethylene 4,5-Dihydrofuran-2-One

LIU Li-Jun1, LUO Fentair2   

  1. 1. Department of Chemistry Science and Technology, Ningxia University, Yinchuan 750021;
    2. Institute of Chemistry, Academia Sinica, Nankang Taipei, Taiwan 11529
  • 出版日期:2000-12-31 发布日期:2000-12-31
  • 基金资助:

    The author thanks the National Science council and Academia Sinica of the Republic of China for financial support.

Facile Synthesis of (z)-5-Methyl-3-Phenoxymethylene 4,5-Dihydrofuran-2-One

LIU Li-Jun1, LUO Fentair2   

  1. 1. Department of Chemistry Science and Technology, Ningxia University, Yinchuan 750021;
    2. Institute of Chemistry, Academia Sinica, Nankang Taipei, Taiwan 11529
  • Online:2000-12-31 Published:2000-12-31
  • Supported by:

    The author thanks the National Science council and Academia Sinica of the Republic of China for financial support.

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摘要：

(z)-α-Alkylidene-α-butyrolactone has been reported as a good plant growth regulator[1] and as an important intermediate to the synthesis of natural product[2] in literature. There was no report in the literature for the stereoselective synthesis of α-alkylidene lactones in exocyclic double with the (z)-configuration. Herein, we reported a facile synthesis of (z)-5-methyl-3-(phenoxymethylene)-4,5-dihydrofuran-2-one 4 from a readily available starting material 5-phenoxypent-3-yn-2-one 1 via three-step in good yield. The synthetic route is shown as below (scheme 1).

Abstract:

(z)-α-Alkylidene-α-butyrolactone has been reported as a good plant growth regulator[1] and as an important intermediate to the synthesis of natural product[2] in literature. There was no report in the literature for the stereoselective synthesis of α-alkylidene lactones in exocyclic double with the (z)-configuration. Herein, we reported a facile synthesis of (z)-5-methyl-3-(phenoxymethylene)-4,5-dihydrofuran-2-one 4 from a readily available starting material 5-phenoxypent-3-yn-2-one 1 via three-step in good yield. The synthetic route is shown as below (scheme 1).

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