Yoneda Eiji, Zhang Shi-Wei, Zhou Da-Yang, Onitsuka Kiyotaka, Takahashi Shigetoshi
The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki, Osaka 567-0047, Japan.
J Org Chem. 2003 Oct 31;68(22):8571-6. doi: 10.1021/jo0350615.
Allenyl alcohols such as 4-hydroxybuta-1,2-dienes and 5-hydroxypenta-1,2-dienes having a variety of substituents undergo cyclocarbonylation in the presence of a ruthenium catalyst under mild conditions selectively to give five- and six-membered lactones in a high yield with 100% atom economy. 5-Aminopenta-1,2-dines are also cyclocarbonylated to give gamma-lactams. A possible carbonylation mechanism involving a ruthenium cluster intermediate is proposed on the basis of experimental results.
带有各种取代基的烯丙醇，如4-羟基-1,2-丁二烯和5-羟基-1,2-戊二烯，在钌催化剂存在下，于温和条件下选择性地发生环羰基化反应，以高收率和100%的原子经济性得到五元环和六元环内酯。5-氨基-1,2-戊二烯也能发生环羰基化反应生成γ-内酰胺。基于实验结果，提出了一种可能涉及钌簇中间体的羰基化机理。
