135679-26-4

Upstream product

• 15681-48-8 lithium dimethylcuprate 
• 122244-63-7 methyl 3-<2-(1-methoxyethyl)phenyl>propenoate 
• 98-85-1 1-Phenylethanol 
• 4013-34-7 3-phenyl-2-oxabutane 
• 122244-63-7 C₁₃H₁₆O₃ 
• 135679-46-8 2-(1-methoxyethyl)benzaldehyde 

Relevant academic research and scientific papers

Addition of Me2CuLi to Enones and Enoates Effects of Solvent and Additives on the Yield and Stereoselectivity

High yields of diastereomeric 1,4-addition products are obtained on addition of 1, 2 or 3 to 2 in toluene, hexane or CH2Cl2.The stereoselectivity is strongly influenced by the choice of solvent as well as by addition of TMSCl or TMSI.The diastereoselectivity of the reaction between S-1 and 2 changed from 13.5 : 1 RS:SS ratio when the reaction was performed in thiophene, to 10 : 1 in toluene, to 1 : 14 in CH2Cl2 with TMSI.The RS configuration obtained with non-polar solvents such as toluene is attributed to chelation control of the stereoselectivity while the reaction under "non-chelation" conditions, i.e. ether and TMSCl or TMSI, shows low stereoselectivity. Key words: lithium diorganocuprates; conjugate addition; stereoselectivity; solvent effects; effects of additives.

Stereoselective Addition of R2CuLi to ortho-Substituted Methyl Cinnamates. Intramolecular Assistance and Solvent Effects

High chemical yields are obtained on the addition of the ortho-substituted enoates 1, 2, 3, and 4 to Me2CuLi or Ph2CuLi in non-coordinating solvents, CH2Cl2 or toluene.The results underline the strong effect of solvent on reactions between organocuprates