Stereospecific Nucleophilic Substitution of Enantioenriched Tertiary Benzylic Amines via in Situ Activation with Benzyne
作者:Yang Gui、Shi-Kai Tian
DOI:10.1021/acs.orglett.7b00365
日期:2017.4.7
A one-pot protocol has been developed for sequential benzyne activation and nucleophilic substitution of enantioenriched tertiary benzylic amines. In the presence of 2-(trimethylsilyl)phenyl triflate and CsF, a range of enantioenriched tertiary benzylic amines were substituted by various nucleophiles, delivering structurally diverse benzylic compounds in moderate to excellent yields with excellent
已经开发了一种一锅法方案,用于顺序进行苯并炔活化和对映体富集的叔苄基胺的亲核取代。在2-(三甲基甲硅烷基)苯基三氟甲磺酸酯和CsF的存在下,一系列对映体富集的叔苄基胺被各种亲核试剂取代,以中等至优异的收率提供结构多样的苄基化合物,并具有出色的对映体纯度保留率。重要的是,这种操作简单的方案允许在无金属条件下形成具有优异对映体纯度的各种手性C–S,C–Se,CC和C–N键。