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Asymmetric Palladium-Catalyzed Aminochlorination of Unactivated Alkenes

Zhigang Wang, Chuanqi Hou, Pinhong Chen

2023Organic Letters13 citationsDOI

Abstract

A novel Pd-catalyzed enantioselective aminochlorination of alkenes via a 6- endo cyclization is reported herein, which provides easy access to a wide array of structurally diverse 3-chloropiperidines in good yields with excellent enantioselectivities. Notably, both an electrophilic chlorination reagent (NCS) and the sterically bulky chiral pyridinyl-oxazoline (Pyox) ligand are crucial to the successful reaction.

Topics & Concepts

ChemistrySteric effectsOxazolineEnantioselective synthesisCatalysisElectrophileReagentPalladiumCombinatorial chemistryLigand (biochemistry)Organic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsVanadium and Halogenation Chemistry
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