Chiral alkyl amines are omnipresent as bio-active molecules and synthetic intermediates. Catalytic and enantioselective synthesis of alkyl amines from readily accessible precursors is challenging. Here we develop a nickel-catalyzed hydroalkylation method to assemble a wide range of chiral alkyl amines from enamides and alkyl halides in high regio- and enantioselectivity. The method works for both non-activated and activated alkyl halides, and is able to produce enantiomerically enriched amines with two minimally differentiated alpha-alkyl substituents. The mild conditions lead to high functional group tolerance, which is demonstrated in the post-product functionalization of many natural products and drug molecules, as well as the synthesis of chiral building blocks and key intermediates to bio-active compounds.

中文翻译：

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酰胺的催化对映选择性加氢烷基化合成手性烷基胺

手性烷基胺作为生物活性分子和合成中间体而无处不在。由容易获得的前体催化和对映选择性合成烷基胺是具有挑战性的。在这里，我们开发了一种镍催化的加氢烷基化方法，以高区域选择性和对映体选择性从酰胺和烷基卤化物组装广泛的手性烷基胺。该方法对未活化和活化的烷基卤都有效，并且能够产生具有两个最小分化的α-烷基取代基的对映体富集的胺。温和的条件导致很高的官能团耐受性，这在许多天然产物和药物分子的产物后官能化以及手性构件和生物活性化合物关键中间体的合成中得到了证明。