Litcius/Paper detail

Ligand-Controlled Regioselective Pd-Catalyzed Diamination of Alkenes

Xiaojian Liu, Chuanqi Hou, Yiyuan Peng, Pinhong Chen, Guosheng Liu

2020Organic Letters29 citationsDOI

Abstract

A ligand-controlled system has been disclosed for the regioselective palladium-catalyzed diamination of unactivated alkenes, which provides an easy access to a variety of amino-functionalized piperidines and pyrrolidines. The steric hindrance of ligands controlled the regioselectivtities of products. 6-Endo diamination occurred with less sterically hindered quinox ligand to afford 3-aminopiperidines, while 5-exo diamination occurred with sterically bulky pyox ligand to give amino-substituted pyrrolidines.

Topics & Concepts

Steric effectsRegioselectivityChemistryLigand (biochemistry)PalladiumCatalysisCombinatorial chemistryAminationStereochemistryOrganic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis