Synthesis of oxacyclic dienes via ring-closing enyne metathesis: difference in construction of eight-membered rings
- 作者：Lin-Lin Zhang ; Wen-Zhen Zhang ; zhangwz@dlut.edu.cn ; Xiang Ren ; Xin-Yan Tan ; Xiao-Bing Lu ; lxb-1999@163.com
- 关键词：Enyne metathesis ; Grubbs&rsquo ; catalyst ; Eight-membered ring ; Oxacyclic dienes
- 刊名：Tetrahedron Letters
- 出版年：2012
- 期刊代码：109_00404039
- 类别：ch
- 出版时间：27 June, 2012
- 卷：53
- 期：26
- 页码：3389-3392
- 文件大小：324 K
摘要
A series of oxacyclic diene compounds, especially eight-membered products bearing a single oxygen atom which have not been reported previously, were successfully synthesized via ring-closing enyne metathesis using the second-generation Grubbs catalyst. In contrast to the construction of the five-membered rings, completely opposite substrate selectivity that methyl substituted internal alkyne showed much higher reactivity than terminal alkyne was observed in building eight-membered ring derivatives.