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Title

Pyridine–hydrazone ligands in enantioselective palladium-catalyzed Suzuki–Miyaura cross-couplings

AuthorsÁlvarez-Casao, Yolanda; Estepa, Beatriz; Monge, David; Ros, Abel ; Iglesias-Sigüenza, Javier; Álvarez, Eleuterio ; Fernández, Rosario; Lassaletta, José M.
KeywordsN-Ligands
Asymmetric Catalysis
Palladium, Biaryls
Cross-coupling
Issue Date2016
PublisherElsevier
CitationTetrahedron 72: 5184- 5190 (2016)
AbstractThe geometries and coordination properties of modular pyridine–hydrazone N,N-ligands containing C-symmetric trans-2,5-diphenylpyrrolidine and trans-2,5-diphenylpiperidine as the terminal dialkylamino units have been analyzed by X-ray diffraction analysis of [PdCl(N,N)] complexes [(N,N)=pyridine hydrazone ligand]. In combination with Pd(OAc)as the precatalyst, these ligands provide high enantioselectivities (up to 95:5 er) in asymmetric Suzuki–Miyaura cross couplings of 2-methoxy-1-naphthyl bromides with 1-naphthyl and 2-tolyl boronic acids.
URIhttp://hdl.handle.net/10261/148486
DOI10.1016/j.tet.2015.12.053
Identifiersdoi: 10.1016/j.tet.2015.12.053
issn: 1464-5416
Appears in Collections:(IIQ) Artículos
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