Three-component diene carboaminations offer a potent means to access synthetically valuable allylic amines with rapid molecular complexity escalation. The existing literature primarily discloses racemic examples, necessitating the use of halides/pseudohalides as substrates. This paper introduces a photoinduced Pd-catalyzed enantioselective three-component carboamination of aryl-substituted 1,3-dienes, leveraging aliphatic C–H bonds for rapid synthesis. The reaction employs 10 mol % of chiral palladium catalyst and an excess aryl bromide as the HAT reagent. This approach yields diverse chiral allylamines with moderate to excellent enantioselectivities. Notably, it stands as the first instance of an asymmetric three-component diene carboamination reaction, directly utilizing abundant C(sp³)–H bearing partners, such as toluene-type substrates, ethers, amines, esters, and ketones. The protocol exhibits versatility across amines, encompassing aliphatic, aromatic, primary, and secondary derivatives. This method could serve as a versatile platform for stereoselective incorporation of various nucleophiles, dienes, and C(sp³)–H bearing partners.

中文翻译：

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通过脂肪族 C-H 键的光诱导 Pd 催化二烯对映选择性碳胺化

三组分二烯碳胺化提供了一种有效的方法来获得具有合成价值的烯丙胺，并且分子复杂性快速增加。现有文献主要公开了外消旋实例，需要使用卤化物/拟卤化物作为底物。本文介绍了芳基取代的 1,3-二烯的光诱导 Pd 催化对映选择性三组分碳胺化，利用脂肪族 C-H 键进行快速合成。该反应使用10 mol%的手性钯催化剂和过量的芳基溴作为HAT试剂。这种方法产生了具有中等至优异对映选择性的多种手性烯丙胺。值得注意的是，它是不对称三组分二烯碳胺化反应的第一个实例，直接利用丰富的C(sp ³ )–H轴承伙伴，例如甲苯型底物、醚、胺、酯和酮。该方案表现出跨胺类的多功能性，包括脂肪族、芳香族、一级和二级衍生物。该方法可以作为立体选择性结合各种亲核试剂、二烯和 C(sp ³ )–H 轴承伙伴的多功能平台。