41816-68-6Relevant articles and documents
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Ecke,Napolitano
, p. 6373 (1955)
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Catalytic cross-coupling of alkylzinc halides with α-chloroketones
Malosh, Chrysa F.,Ready, Joseph M.
, p. 10240 - 10241 (2007/10/03)
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
Studies on stereoselective electrophilic cyanation
Buttke, Klaus,Niclas, Hans-Joachim
experimental part, p. 669 - 675 (2011/10/19)
The enantioselective, electrophilic cyanation of the enolates of 2-substituted 1-tetralones 3 is described. Enantiomerically pure 2-cyanato-1,1′-binaphthyl derivatives 2, 6a and b are used as cyanating agents. The influence of solvent, temperature, additives and the method of enolate formation are investigated. Best results are obtained with 48% ee in the case of compound 2 and 60% ee in the case of compound 6b if the enolate is prepared from the corresponding silyl enol ether 7 and Toluene is used as solvent.