The development of effective synthetic methods to construct γ-lactams bearing a chiral α-quaternary carbon from relatively inert C(O)–H bonds with alkenes has been an elusive challenge. Herein, we used a naphthylamine-derived phosphine oxide ligating Ni and Al bimetallic catalyst to realize a carbonylative cyclization of formyl C–H bonds with alkenes, highly regio- and enantioselectively constructing γ-lactams bearing a chiral α-quaternary carbon in up to 99% yield and 98% ee. These γ-lactams proved to be versatile synthetic precursors for many biologically active molecules.

中文翻译：

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烯烃与 C-H 键的对映选择性羰基环化反应，用于合成带有 α-季碳的 γ-内酰胺


从与烯烃相对惰性的 C（O）-H 键构建带有手性 α-季碳的 γ-内酰胺的有效合成方法一直是一项难以捉摸的挑战。在此，我们使用萘胺衍生的氧化膦连接 Ni 和 Al 双金属催化剂实现甲酰 C-H 键与烯烃的羰基环化，高度区域和对映选择性构建带有手性 α-季碳的 γ-内酰胺，产率高达 99% 和 98% ee。这些 γ-内酰胺类被证明是许多生物活性分子的多功能合成前体。