Hsu Yu-Chia, Datta Swarup, Ting Chun-Ming, Liu Rai-Shung
Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.
Org Lett. 2008 Feb 7;10(3):521-4. doi: 10.1021/ol7030334. Epub 2008 Jan 10.
This work reports new gold-catalyzed [4+3]-annulations of oxacyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization; on the basis of experimental observations, we propose a mechanism involving the opening of the oxacyclic ring by a PPh3Au+-assisted SN2-attack of allylsilanes.
这项工作报道了通过串联烯丙基化和环化反应,实现了新型的金催化氧杂环苯与2-取代烯丙基硅烷的[4+3]环化反应;基于实验观察结果,我们提出了一种机理,该机理涉及烯丙基硅烷在三苯基膦金离子(PPh3Au+)辅助下通过SN2进攻使氧杂环开环。