CIBION   24492
CENTRO DE INVESTIGACIONES EN BIONANOCIENCIAS "ELIZABETH JARES ERIJMAN"
Unidad Ejecutora - UE
artículos
Título:
Nickel-Catalyzed Allylic Alkylation with Diarylmethane Pronucleophiles: Reaction Development and Mechanistic Insights -destacado en SYNFACTS 2016
Autor/es:
JIANYOU MAO; PATRICK J. WALSH; SHENG-CHUN SHA; ANA BELLOMO; HUI JIANG; SOO A. JEONG
Revista:
Angewandte Chemie
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Lugar: Weinheim; Año: 2016 vol. 55 p. 1070 - 1074
ISSN:
1433-7851
Resumen:
Palladium-catalyzed allylic substitution reactions are among the most efficient methods to construct CC bonds between sp3-hybridized carbon atoms. In contrast, much less work has been done with nickel catalysts, perhaps because of the different mechanisms of the allylic substitution reactions.Palladium catalysts generally undergo substitution by a ?soft?- nucleophile pathway, wherein the nucleophile attacks the allyl group externally. Nickel catalysts are usually paired with ?hard? nucleophiles, which attack the metal before CC bond formation. Introduced herein is a rare nickel-based catalyst which promotes substitution with diarylmethane pronucleophiles by the soft-nucleophile pathway. Preliminary studies on the asymmetric allylic alkylation are promising.