Axially Chiral N,N-Ligand-Promoted Pd-Catalyzed Enantioselective Allylic Amination and Alkylation

Abstract

An axially chiral N,N-ligand developed from a [1,1′binaphthalene]-2,2′-diol (BINOL)-based skeleton and phenanthroline is found to be capable of promoting Pd-catalyzed asymmetric allylic amination and alkylation of allyl acetates. The reaction is compatible with cyclic and acyclic secondary amines, primary aliphatic amines, malononitrile, and dialkyl malonates, affording the corresponding chiral products in up to 99% yield and with up to >99% enantiomeric excess. * sı Supporting InformationThe Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.orglett.3c01972.Detailed experimental procedures, characterization data, and copies of nuclear magnetic resonance (NMR) and HPLC spectra (PDF)■ AUTHOR INFORMATION

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