Institut für Organische Chemie and Freiburg, Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universität Freiburg , Albertstr. 21, 79104 Freiburg im Breisgau, Germany.
Org Lett. 2018 Feb 2;20(3):598-601. doi: 10.1021/acs.orglett.7b03708. Epub 2018 Jan 19.
The rhodium-catalyzed asymmetric N-selective and regioselective coupling of triazole derivatives with internal alkynes and terminal allenes gives access to secondary and tertiary allylic triazoles in very good enantioselectivities. For this process, three new members of the JosPOphos ligand family have been prepared and employed in catalysis. The optimized reaction conditions enable the coupling of triazoles with internal alkynes as well as with allenes, displaying a high tolerance for functional groups. A gram scale reaction provided N-allyltriazole, which was subjected to various transformations highlighting synthetic utility.
铑催化的三唑衍生物与内部炔烃和末端丙二烯的不对称 N-选择性和区域选择性偶联反应，可得到高对映选择性的仲和叔烯丙基三唑。在此过程中，我们制备了 JosPOphos 配体家族的三个新成员，并将其用于催化反应。优化的反应条件使三唑与内部炔烃以及丙二烯的偶联反应成为可能，对官能团具有很高的容忍度。克级反应得到了 N-烯丙基三唑，随后对其进行了各种转化，突出了其合成实用性。
