Cu(I)-Catalyzed, α-Selective, Allylic Alkylation Reactions between Phosphorothioate Esters and Organomagnesium Reagents
作者:Andrew M. Lauer、Farzeen Mahmud、Jimmy Wu
DOI:10.1021/ja202954b
日期:2011.6.15
of allylic alkylation reactions involving hard nucleophiles remains a significant challenge and continues to be an active area of research. The lack of general methods in which α-alkylation is favored underscores the need for the development of new processes for achieving this type of selectivity. We report that Cu(I) catalyzes the allylic substitution of phosphorothioate esters with excellent α-regioselectivity
涉及硬亲核试剂的烯丙基烷基化反应的区域控制仍然是一个重大挑战,并且仍然是一个活跃的研究领域。由于缺乏支持 α-烷基化的通用方法,因此需要开发新方法以实现此类选择性。我们报告说,无论使用的格氏试剂的性质如何,Cu(I) 都以优异的 α-区域选择性催化硫代磷酸酯的烯丙基取代。据我们所知,铜催化的硫代磷酸酯烯丙基烷基化从未被描述过。我们还开发了一个简单的方案,用于从二级烯丙基卤化物开始诱导高 α 选择性。这是通过使用硫代磷酸钠作为添加剂来实现的。