Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan.
Org Lett. 2010 Apr 2;12(7):1508-11. doi: 10.1021/ol100228t.
Allylsilylation of an alkene is the only known procedure to install both silyl and allyl groups onto a carbon-carbon double bond directly. Proton-exchanged montmorillonite showed excellent catalytic performances for the allylsilylation of alkenes. For example, the reaction of p-chlorostyrene with allyltrimethylsilane proceeded smoothly to afford the corresponding allylsilylated product in 95% yield. We also attempted to isolate the reaction intermediate on the montmorillonite surface to investigate the reaction mechanism.
烯丙基硅烷化是在碳-碳双键上直接同时引入硅烷基和烯丙基的唯一已知方法。质子交换蒙脱土对烯烃的烯丙基硅烷化表现出优异的催化性能。例如,对氯苯乙烯与烯丙基三甲基硅烷反应以 95%的收率顺利得到相应的烯丙基硅烷化产物。我们还试图在蒙脱土表面上分离反应中间体以研究反应机理。