Nickel-Catalyzed Electronically Reversed Enantioselective Hydro-carbofunctionalizations of Acrylamides
Nickel-Catalyzed Electronically Reversed Enantioselective Hydro-carbofunctionalizations of Acrylamides
复制标题
镍催化丙烯酰胺的电子反转对映选择性碳氢官能化
作者：
Shi Lou;Shu Wei
烯烃的不对称烃官能化已经成为通过碳-碳键形成过程从容易获得的烯烃和亲碳电子试剂合成光学活性分子的有效策略。在这里，我们提出了一个总结，我们的努力，以控制区域和对映体选择性的缺电子烯烃与镍催化剂和手性bisoxazolidine配体的hydrocarbofunctionalization。该反应允许具有优异的对映体选择性的丙烯酰胺的电子反向氢官能化。该操作简单的方案允许丙烯酰胺的不对称加氢烷基化、加氢苄基化或加氢炔丙基化。该反应可用于制备多种具有宽官能团耐受性的α-支化手性酰胺。
Asymmetric hydrocarbofunctionalization of alkenes has emerged as an efficient strategy for synthesizing optically active molecules through a carbon–carbon bond-forming process from readily available alkenes and carboelectrophiles. Here, we present a summary of our efforts to control the regio- and enantioselectivity of hydrocarbofunctionalizations of electron-deficient alkenes with a nickel catalyst and a chiral bisoxazolidine ligand. The reaction permits electron-reversed hydrocarbofunctionalizations of acrylamides with excellent enantioselectivity. This operationally simple protocol permits the asymmetric hydroalkylation, hydrobenzylation, or hydropropargylation of acrylamides. This reaction is useful for preparing a wide range of α-branched chiral amides with broad functional-group tolerance.