10420-49-2Relevant articles and documents
Nickel-Catalyzed α-Allylation of Aldehydes and Tandem Aldol Condensation/Allylation Reaction with Allylic Alcohols
Bernhard, Yann,Thomson, Brodie,Ferey, Vincent,Sauthier, Mathieu
, p. 7460 - 7464 (2017)
An additive-free nickel-catalyzed α-allylation of aldehydes with allyl alcohol is reported. The reaction is promoted by 1 mol % of in situ formed nickel complex in methanol, and water is the sole by-product of the reaction. The experimental conditions allow the conversion of various α-branched aldehydes and α,β-unsaturated aldehydes as nucleophiles. The same catalyst and reaction conditions enabled a tandem aldol condensation of aldehyde/α-allylation reaction.
Palladium(0)-Catalyzed Rearrangement of N-Allylenamines. Synthesis of δ,ε-Unsaturated Imines and γ,δ-Unsaturated Carbonyl Compounds
Murahashi, Shun-Ichi,Makabe, Yoshiki,Kunita, Kazuto
, p. 4489 - 4495 (2007/10/02)
Palladium-catalyzed rearrangement of N-allylenamines proceeds readily in the presence of a catalytic amount of trifluoroacetic acid to give δ,ε-unsaturated imines.Conveniently, δ,ε-unsaturated imines can be prepared directly by the reaction of allylamines with carbonyl compounds under the same conditions highly efficiently.The reaction involves oxidative addition of Pd(0) species to allylenammonium salts to give ?-allylpalladium complexes, which undergo intramolecular nucleophilic reaction with enamines give imines.The δ,ε-unsaturated imines are versatile synthetic precursors such as γ,δ-unsaturated carbonyl compounds.Synthetic applications are also described.
