21102-07-8Relevant academic research and scientific papers
Catalytic cross-coupling of alkylzinc halides with α-chloroketones
Malosh, Chrysa F.,Ready, Joseph M.
, p. 10240 - 10241 (2004)
The cross-coupling of alkylzinc halides with α-chloroketones catalyzed by Cu(acac)2 is described. Using this method, primary and secondary alkyl groups are introduced adjacent to a ketone carbonyl under mild reaction conditions and in good yield. Cyclic, acyclic, aromatic, and aliphatic α-chloroketones are suitable substrates. Optically active α-chloroketones are converted to optically active products. The reaction was found to proceed stereospecifically with inversion of stereochemistry. The reaction is proposed to occur by direct substitution of the chloride with the alkyl group of an organocopper, -magnesium, or -zinc species. Copyright
Expedient Synthesis of Ketones via N-Heterocyclic Carbene/Nickel-Catalyzed Redox-Economical Coupling of Alcohols and Alkynes?
Li, Yu-Qing,Li, Feng,Shi, Shi-Liang
supporting information, p. 1035 - 1039 (2020/06/30)
An N-heterocyclic carbene/nickel-catalyzed direct coupling of alcohols and internal alkynes to form α-branched ketones has been developed. This methodology provides a new approach to afford branched ketones, which are difficult to access through the hydroacylation of simple internal alkenes with aldehydes. This redox-neutral and redox-economical coupling is free from any oxidative or reductive additives as well as stoichiometric byproducts. These reactions convert both benzylic and aliphatic alcohols and alkynes, two basic feedstock chemicals, into various α-branched ketones in a single chemical step.
A Novel Synthesis of Highly Branched-Alkyl Aryl Ketones Using the Conjugate Addition of the Gilman Lithio Cuprate to β-Methylthio-α,β-unsaturated Ketones: Abnormal Reactivity of the Intermediary Enolates toward Molecular Oxygen
Arai, Takayuki,Akazome, Motohiro,Ogura, Katsuyuki
, p. 107 - 108 (2007/10/03)
In order to synthesize highly branched-alkyl aryl ketones, 1-(methylthio)-1-alken-2-yl phenyl ketones were subjected to the reaction with lithium dialkylcuprate. The high reactivity of an intermediary enolate toward molecular oxygen was found to give α-hy
