State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032 China.
Org Lett. 2010 Mar 5;12(5):920-3. doi: 10.1021/ol902832s.
An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A series of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph(3)PAu)(3)O]BF(4) (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 degrees C to give allene-functionalized tetrahydropyrans.
已建立了与醇链键合的亚乙烯基环丙烷(VDCPs)的分子内环开环反应。在温和条件下筛选了一系列过渡金属催化剂及其组合,并发现由[(Ph(3)PAu)(3)O]BF(4)(4 mol %)和 AgOTf(4 mol %)组成的共催化剂体系可在 60°C 的 1,4-二氧六环中催化反应在 10-30 分钟内完成,得到烯丙基官能化的四氢吡喃。