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Nickel-Catalyzed Intramolecular Hydroalkenylation of Imines

Weimin Feng, Tianyu Li, Li‐Jun Xiao, Qi‐Lin Zhou

2021Organic Letters22 citationsDOI

Abstract

A ligand-enabled nickel-catalyzed intramolecular hydroalkenylation of imines with unactivated alkenes has been developed. A variety of five- and six-membered cyclic allylic amines were synthesized in high yields. The use of both wide-bite-angle diphosphine ligand and Brønsted acid is crucial for realizing the reaction. Preliminary investigation of the asymmetric intramolecular hydroalkenylation of imines shows promising potential for the application of the method in the synthesis of enantio-enriched cyclic allylic amines.

Topics & Concepts

Intramolecular forceChemistryAllylic rearrangementLigand (biochemistry)NickelCatalysisCombinatorial chemistryStereochemistryOrganic chemistryReceptorBiochemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisChemical Synthesis and Analysis
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