高等学校化学学报 ›› 1984, Vol. 5 ›› Issue (6): 836.

• 研究简报 • 上一篇    下一篇

1,1-二氯-4,8-二甲基-1,3,7-壬二烯的酸催化环化反应

许临晓, 陶凤岗, 吴钧和   

  1. 复旦大学化学系
  • 收稿日期:1983-03-09 出版日期:1984-12-24 发布日期:1984-12-24

Acid-Catalyzed Cyclization of 1,1-Dichloro-4,8-Dimethylnona-,3,7-Triene

Xu Linxiao, Tao Fenggang, Wu Junhe   

  1. Department of Chemistry, Fudan University, Shanghai
  • Received:1983-03-09 Online:1984-12-24 Published:1984-12-24

摘要: 在多烯的酸催化环化反应中,类似于Ⅰ的结构的单萜类衍生物的酸催化环化产物通常均为α-和β-异构体的混合物,如由柠檬酸制备环柠檬醛[1],由伪紫罗兰酮制备紫罗兰酮[2],…….虽然依具体反应条件的不同,两种异构体的比例可以有所改变,但欲得到无双键异构的单一产物往往比较困难.

Abstract: Cyclization of 1,1-dichloro-4, 8-dimethylnona-1, 3, 7-triene (Ⅳ) under the catalysis of boron trifluoride-etherate at room temperature gave a-isomer (Ⅴ) as the unique product in 90% yield. It was suggested that the cause leading to above result may be much more steric strain due to intramolecular crowding with the bulky dichlorovinyl group and adjacent three methyl groups in β-isomer (Ⅵ) than in a-isomer (Ⅴ),

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