化学学报 ›› 1991, Vol. 49 ›› Issue (6): 610-614. 上一篇    下一篇

研究论文

土木香内酯和异土木香内酯与共轭二烯的Diels-Alder反应

贾韵仪;肖守军;董庭威;赵丕裕   

  1. 复旦大学化学系;复旦大学测试中心
  • 发布日期:1991-06-15

Diels-alder reaction of alantolactone and isoalantolactone with conjugated dienes

JIA YUNYI;XIAO SHOUJUN;DONG TINGWEI;ZHAO PIYU   

  • Published:1991-06-15

本文以土木香根中分离得到的土木香内酯(1)和异土木香内酯(2)为原料, 分别与环戊二烯(3)、螺[2.4]-4,6-庚二烯(4)、呋喃、蒽或丙烯醛进行Diels-Alder反应, 发现和2只与3或4发生反应, 未能得到1和2与呋喃、蒽或丙烯醛的反应产物。X射线单晶衍射法确定1或2与3的反应产物的构型, 应用高分辨核磁共振谱NOE方法确定1或2与4的反应产物的构型。

关键词: 内酯, 倍半萜, 丙烯醛, X射线衍射分析, 核磁共振谱法, 环戊二烯, 蒽, 共轭双键化合物, 双烯合成, 构型

Alantolactone (I) and isoalantolactone (II) were separated from the root of Inula helenium. When I or II were reacted with cyclopentadiene (III), spiro(2.4)-4,6-heptadiene (IV), furan, anthracene and acrylaldehyde, the Diels-Alder reaction only occurred with III or IV. The configurations of the main addition products were determine by X-ray diffraction and high resoln. NMR.

Key words: LACTONES, SESQUITERPENE, PROPENAL, X-RAY DIFFRACTION ANALYSIS, NMR SPECTROMETRY, CYCLOPENTADIENE, ANTHRACENE, CONJUGATED DOUBLE BOND COMPOUNDS, DIENE SYNTHESIS, CONFIGURATION

中图分类号: