Enantioselective Pd(II)-Catalyzed Intramolecular Oxidative 6-endo Aminoacetoxylation of Unactivated Alkenes
journal contributionposted on 29.05.2018, 00:00 by Xiaoxu Qi, Chaohuang Chen, Chuanqi Hou, Liang Fu, Pinhong Chen, Guosheng Liu
A novel asymmetric 6-endo aminoacetoxylation of unactivated alkenes by palladium catalysis, which yields chiral β-acetoxylated piperidines with excellent chemo-, regio- and enantioselectivities under very mild reaction conditions, has been established herein by employing a new designed pyridine-oxazoline (Pyox) ligand. Importantly, introducing a sterically bulky group into the C-6 position of Pyox is crucial to enhance the reactivity of the aminoacetoxylation of alkenes.
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EnantioselectiveAminoacetoxylationstericallyreaction conditionsPdligandyields chiral β- acetoxylated piperidinesreactivityImportantlyUnactivated AlkenesOxidativeenantioselectivitie6- endo aminoacetoxylationC -6 positionregiounactivated alkenespyridine-oxazolinepalladium catalysisPyoxIntramolecularchemo