Palladium(II)-Catalyzed Enantioselective Azidation of Unactivated Alkenes |
| |
| Authors: | Xiaonan Li Dr. Xiaoxu Qi Chuanqi Hou Dr. Pinhong Chen Prof. Dr. Guosheng Liu |
| |
| Affiliation: | State Key Laboratory of Organometallic Chemistry, and, Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China |
| |
| Abstract: | The first Pd-catalyzed enantioselective azidation of unactivated alkenes has been established by using readily accessible 1-azido-1,2-benziodoxol-3(1H)-one (ABX) as an azidating reagent, which affords a wide variety of structurally diverse 3-N3-substituted piperidines in good yields with excellent enantioselectivity. The reaction features good functional-group compatibility and mild reaction conditions. Notably, both an electrophilic azidating reagent and the sterically bulky chiral pyridinyl-oxazoline (Pyox) ligand are crucial to the successful reaction. |
| |
| Keywords: | asymmetric catalysis azidopiperidines oxidative amination palladium unactivated alkenes |
|
|
