Nong Zhong-Sheng, Wang Pu-Sheng, Zhou Qi-Lin, Gong Liu-Zhu
Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, China.
Org Lett. 2024 Oct 11;26(40):8481-8485. doi: 10.1021/acs.orglett.4c02935. Epub 2024 Sep 27.
Regiochemical control is a central subject in the field of synthetic chemistry. Here we unveil an innovative approach for the branch-selective allylic C-H amination of α-alkenes with amine nucleophiles facilitated by phosphoramidite-palladium catalysis. A diverse array of α-alkenes has been effectively utilized to produce a variety of structurally distinct allylamines with moderate to excellent regioselectivity. Furthermore, the asymmetric version of this reaction is feasible through the use of chiral phosphoramidite ligands, albeit with currently modest enantioselectivity.
区域化学控制是合成化学领域的核心课题。在此,我们揭示了一种创新方法,即在亚磷酰胺-钯催化作用下,实现α-烯烃与胺亲核试剂的支链选择性烯丙基C-H胺化反应。多种α-烯烃已被有效用于制备各种结构不同的烯丙胺,区域选择性从中度到优异。此外,通过使用手性亚磷酰胺配体,该反应的不对称版本是可行的,尽管目前对映选择性一般。