In organic synthesis, ligand-modified copper(I) hydride (CuH) complexes have become well-known reagents and catalysts for selective reduction, particularly toward Michael acceptors and carbonyl compounds. Recently, our group and others have found that these hydride complexes undergo migratory insertion (hydrocupration) with relatively unactivated and electronically unpolarized olefins, producing alkylcopper intermediates that can be leveraged to forge a variety of useful bonds. The resulting formal hydrofunctionalization reactions have formed the basis for a resurgence of research in CuH catalysis. This Account chronicles the development of this concept in our research group, highlighting its origin in the context of asymmetric hydroamination, evolution to more general C–X bond-forming reactions, and applications in the addition of olefin-derived nucleophiles to carbonyl derivatives.

中文翻译：

---

CuH催化的烯烃功能化：从加氢胺化到羰基加成。

在有机合成中，配体改性的氢化铜（I）配合物已成为众所周知的用于选择性还原的试剂和催化剂，尤其是针对迈克尔受体和羰基化合物。最近，我们的小组和其他小组发现，这些氢化物络合物与相对未活化且电子未极化的烯烃进行迁移插入（氢化），生成烷基铜中间体，可利用这些中间体来构筑各种有用的键。所得的正式加氢官能化反应已成为CuH催化研究重新兴起的基础。该帐户记录了我们研究小组中该概念的发展历程，重点介绍了其在不对称加氢胺化，向更一般的C–X键形成反应的演化过程中的起源，