33523-78-3Relevant academic research and scientific papers
The salt-free nickel-catalysed α-allylation reaction of ketones with allyl alcohol and diallylether
Mouhsine, Bouchaib,Karim, Abdallah,Dumont, Clément,Sauthier, Mathieu
supporting information, p. 950 - 955 (2020/02/25)
The nickel-catalysed α-allylation of ketones with allyl alcohol and diallylether has been performed under neutral conditions. As no base is involved, the products are synthesized without salts as side products. The dppf/Ni(cod)2 catalytic system in MeOH at 80 °C has been shown as the most effective reaction system to afford tetrasubstituted derivatives from various cyclic and acyclic ketones with one or two mobile protons. This process combined with a metathesis step yields spirocyclic compounds according to a salt free synthetic sequence.
Deacylative allylation: Allylic alkylation via retro-Claisen activation
Grenning, Alexander J.,Tunge, Jon A.
supporting information; experimental part, p. 14785 - 14794 (2011/11/04)
A new method for allylic alkylation of a variety of relatively nonstabilized carbon nucleophiles is described herein. In this process of "deacylative allylation", the coupling partners, an allylic alcohol and a ketone pronucleophile, undergo in situ retro-Claisen activation to generate an allylic acetate and a carbanion. In the presence of palladium, these reactive intermediates undergo catalytic coupling to form a new C-C bond. In comparison to unimolecular decarboxylative allylation, a commonly utilized method for allylation of carbon anions, deacylative allylation is an intermolecular process. Moreover, deacylative allylation allows the direct coupling of readily available allylic alcohols. Lastly, the full utility of deacylative allylation is demonstrated by the rapid construction of a variety 1,6-heptadienes via 3-component couplings.
On the π-π interaction in the benzylation of ketones
Diez-Barra, Enrique,Merino, Sonia,Sanchez-Verdu, Prado,Torres, Jose
, p. 11437 - 11448 (2007/10/03)
The benzylation of a set of nine ketones provides enough information to establish how the ketone structure affects the existence of a π-π interaction. The presence of a phenyl moiety starting from the a-carbon atom and flexibility in cyclic ketones are st
Solid-Liquid Phase-Transfer Catalysis without Solvent: Selective Mono- and Di-alkylation of Benzyl Methyl Ketone
Aranda, Alfonso,Diaz, Angel,Diez-Barra, Enrique,Hoz, Antonio de la,Moreno, Andres,Sanchez-Verdu, Prado
, p. 2427 - 2430 (2007/10/02)
The alkylation of benzyl methyl ketone 1 has been performed by phase-transfer catalysis without solvent.Excellent yields of mono- 2 and di-alkyl derivatives 3 and 4 were obtained through general, selective and mild conditions.
