Catalytic regio‐ and enantioselective hydroamination of less activated internal alkenes presents a challenge to synthetic chemists due to their low reactivity and the difficulty in simultaneously controlling regio‐ and enantioselectivities. Here, we report an iridium‐catalyzed enantioselective hydroamination of internal alkenes directed by an amide. The amide group on the alkene effectively directs the catalyst to overcome the low reactivity and control the regioselectivity and the enantiotopic face selection. Phthalimide serves as the amination agent, which could be readily removed to afford a primary amine. This coordination assistance enables hydroamination to occur selectively at the remote position with up to 97% ee, delivering valuable enantio‐enriched γ‐amino acid derivatives that are otherwise challenging to access.

中文翻译：

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通过铱催化的酰胺引导的内部烯烃的对映选择性氢胺化合成 γ-氨基酰胺


活性较低的内部烯烃的催化区域和对映选择性氢胺化对合成化学家提出了挑战，因为它们的反应性低且难以同时控制区域和对映选择性。在这里，我们报道了由酰胺引导的内部烯烃的铱催化对映选择性氢胺化反应。烯烃上的酰胺基团有效地引导催化剂克服低反应性并控制区域选择性和对映体面选择。邻苯二甲酰亚胺用作胺化剂，可以很容易地去除以获得伯胺。这种配位辅助使氢胺化能够在远端位置选择性地发生，EE 高达 97%，从而产生有价值的富含对映体的 γ-氨基酸衍生物，否则这些衍生物将难以获得。