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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (07): 1051-1058. 上一篇    下一篇

研究论文

5-烷氧基-3,4-二卤-2(5H)-呋喃酮与氨基酸酯的串联反应

莫阳青，汪朝阳*，李建晓，洪文坤   

  1. (华南师范大学化学与环境学院 广州 510006)
  • 收稿日期:2009-10-26 修回日期:2010-01-23 发布日期:2010-02-23
  • 通讯作者: 汪朝阳 E-mail:wangwangzhaoyang@tom.com
  • 基金资助:

    国家级.国家自然科学基金

Tandem Reaction of 5-Alkoxy-3,4-dihalo-5H-furan-2-one with Amino Acid Esters

MO Yang-Qing, WANG Chao-Yang, LI Jian-Xiao, HONG Wen-Kun   

  1. (School of Chemistry and Environment, South China Normal University, Guangzhou 510006)
  • Received:2009-10-26 Revised:2010-01-23 Published:2010-02-23
  • Contact: Zhaoyang Wang E-mail:wangwangzhaoyang@tom.com

PDF

952

被引次数

24 | 3

在三乙胺作用下, 亲核试剂氨基酸酯与5-烷氧基-3,4-二卤-2(5H)-呋喃酮在室温下发生串联的迈克尔加成-消除反应, 合成了17个新化合物. 通过旋光度, UV-Vis, IR, H NMR, C NMR, MS, 元素分析和X射线单晶衍射等表征方法, 确定了目标化合物的化学结构和绝对构型.

关键词: 5-烷氧基-3,4-二卤-2(5H)-呋喃酮, 氨基酸酯, 迈克尔加成, 串联反应

Using amino acid esters as nucleophilic reagents, the tandem Michael addition-elimination reaction of 5-alkoxy-3,4-dihalo-5H-furan-2-one in the presence of triethylamine gave 17 novel compounds. The chemical structures and absolute configurations of the new compounds were confirmed via rotation, UV-Vis, IR, H NMR, C NMR, MS, elemental analysis and X-ray single crystal diffraction.

Key words: 5-alkoxy-3,4-dihalo-5H-furan-2-one, amino acid ester, Michael addition, tandem reaction