Litcius/Paper detail

Palladium(II)‐Catalyzed Enantioselective Azidation of Unactivated Alkenes

Xiaonan Li, Xiaoxu Qi, Chuanqi Hou, Pinhong Chen, Guosheng Liu

2020Angewandte Chemie International Edition78 citationsDOI

Abstract

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.

Topics & Concepts

Enantioselective synthesisPalladiumCatalysisChemistryCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions