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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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202006757
Subject(s) - enantioselective synthesis , reagent , oxazoline , chemistry , steric effects , catalysis , electrophile , palladium , functional group , combinatorial chemistry , ligand (biochemistry) , organic chemistry , chiral ligand , biochemistry , receptor , polymer
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.