A catalytic allylic cation-induced intermolecular allylation-semipinacol rearrangement
A catalytic allylic cation-induced intermolecular allylation-semipinacol rearrangement
复制标题
催化烯丙基阳离子诱导的分子间烯丙基化-半频哪醇重排
DOI：
10.1039/c8cc04285c
复制
发表时间：
2018
影响因子：
4.9
通讯作者：
Wang Shao-Hua
中科院分区：
文献类型：
--
作者：
Xu Ming-Hui;Dai Kun-Long;Tu Yong-Qiang;Zhang Xiao-Ming;Zhang Fu-Min;Wang Shao-Hua
已经实现了由烯丙基碳阳离子诱导的催化分子间半频那醇重排。该串联反应在 ZnBr2 催化下非常高效，可生成多种含有全碳季中心的 α-高烯丙基取代酮，产率良好至优异（高达 98%），具有中等到高的非对映选择性（高达 >20 : 1）。还报道了这种新颖方法在构建天然产物核心结构中的综合应用。
A catalytic intermolecular semipinacol rearrangement induced by allylic carbocations has been realized. This tandem reaction is highly efficient under the catalysis of ZnBr2, generating a wide range of α-homoallyl substituted ketones which contain all-carbon quaternary centres in good to excellent yields (up to 98%) with moderate to high diastereoselectivities (up to >20 : 1). Synthetic application of this novel methodology in the construction of core structures of natural products is also reported.