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Palladium(II)‐Catalyzed Enantioselective Azidation of Unactivated Alkenes
Author(s) -
Li Xiaonan,
Qi Xiaoxu,
Hou Chuanqi,
Chen Pinhong,
Liu Guosheng
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006757
Subject(s) - enantioselective synthesis , reagent , chemistry , oxazoline , steric effects , electrophile , catalysis , palladium , combinatorial chemistry , functional group , ligand (biochemistry) , organic chemistry , biochemistry , receptor , polymer
Abstract The first Pd‐catalyzed enantioselective azidation of unactivated alkenes has been established by using readily accessible 1‐azido‐1,2‐benziodoxol‐3(1 H )‐one (ABX) as an azidating reagent, which affords a wide variety of structurally diverse 3‐N 3 ‐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.