64199-01-5

Upstream product

• 34948-25-9 n-butylcopper 
• 103-26-4 methyl cinnamate 
• 109-72-8 n-butyllithium 
• 103-26-4 Methyl cinnamate 

Relevant academic research and scientific papers

Conjugate addition of organocopper reagents in dichloromethane to α,β-unsaturated esters

Organocopper reagents in conjunction with Lewis acid activators provide greater stability than traditional cuprate reagents while maintaining the reactivity needed for conjugate addition reactions in dichloromethane. Whereas cuprates engage in cross-coupl

CHLORO- AND IODOTRIMETHYLSILANE-ACTIVATED ADDITIONS OF ORGANOCOPPER COMPOUNDS TO ENONES AND ENOATES

Organocopper compounds add to enones and enoates in the presence of chloromethylsilane in ether giving the conjugate adducts in preparatively usefu yields via the silyl enol ethers.Presence of lithium iodide is important and excess of chlorotrimethylsilane accelerates the reactions.The combination of organocopper compound, iodotrimethylsilane and dimethyl sulfide gave faster reactions and very high yields, particularly in dichloromethane, where the reaction mixtures gradually became homogeneous.

2-Thienyl as Auxiliary Group in Mixed Lithium Diorganocuprate

2-Thienylcopper (ThCu) gives mixed lithium organothienylcuprate reagents (LiRThCu) with organolithium compounds (R = methyl, butyl, phenyl and 2-pyridyl) in ether.These cuprates react with enones or enoates adding the group R, 1,4 to the substrates, 2-thienylcopper being regenerated.The isolated yields of conjugate addition are substantial (40-89percent) and comparable to those obtained with LiR2Cu in corresponding addition.Since a mixed organothienylcuprates are rather stable at 0 deg C, and sometimes even at room temperature, the 2-thienyl group is an useful auxiliary in mixed lithium organocuprates for conjugate addition.Lithium bis(2-thienyl)cuprate, on the other hand, gives 1,2- as well as 1,4-addition of the 2-thienyl group to enones and to methyl crotonate.