201870-47-5Relevant academic research and scientific papers
The role of silanes on the copper-catalyzed conjugate alkylation of enones by organoaluminium reagents
Kabbara, Jazid,Flemming, Steffen,Nickisch, Klaus,Neh, Harribert,Westermann, Juergen
, p. 8591 - 8594 (1994)
The effect of silanes as additives in the copper-catalyzed conjugate alkylation of enones by various organoaluminium reagents was investigated. TMSCl led to significant lower amounts of CuBr catalyst needed in the reaction of trimethylaluminium with enones, but was unsuccessful in the case of organoaluminium compounds of the formula Me2AlY (Y = Cl, OR). Me2AlOEt turned out to be a useful reagent for methylation without support of additives.
Copper-Catalyzed Conjugate Addition of Trialkylaluminium to α,β-Unsaturated Carbonyl Compounds
Kabbara, Jazid,Flemming, Steffen,Nickisch, Klaus,Neh, Harribert,Westermann, Juergen
, p. 743 - 754 (2007/10/02)
The Michael-type reaction of copper-catalyzed trialkylaluminium reagents with α,β-unsaturated carbonyl compounds is a useful and simple procedure for the transfer of hydrocarbon substituents.The scope of this process and the effect of chlorotrimethylsilane as additive were investigated.Preparatively useful results were generally obtainde from enones even with higher organoaluminium reagents, whereas the reaction with α,β-unsaturated aldehydes was limited to the use of trimethylaluminium.
Copper-Catalyzed Conjugate Addition of Trimethylaluminium to α,β-Unsaturated Ketones
Kabbara, Jazid,Flemming, Steffen,Nickisch, Klaus,Neh, Harribert,Westermann, Juergen
, p. 1489 - 1494 (2007/10/02)
The conjugate methylation of α,β-unsaturated ketones with trimethylaluminium occurs smoothly in a very simple procedure under the catalytic CuI salts.Scope and limitations of this process as well as the influence of solvent and catalyst on the kinetics were studied.In addition, the effect of chlorotrimethylsilane as an additive was investigated.Attack on the carbonyl group in 1,2-fashion could not be observed under the reaction conditions.- Key Words: Conjugate alkylation / Trimethylaluminium / Copper catalysis
