Tetrahedron p. 1621 - 1626 (1983)
Update date:2022-08-04
Topics:
Hallnemo, Gerd
Ullenius, Christina
The reaction of lithium dimethylcuprate with E-4-phenyl-3-buten-2-one in different solvents has been investigated.Fast conjugate addition occurs in hydrocarbons, dichloromethane and diethylether, while the reaction is retarded in better coordinating solvents.In highly polar solvents such as DMF or DMSO, no conjugate addition is observed.Dichloromethane-d2 was chosen as a convenient solvent for NMR investigations of cuprates.The reaction of lithium dimethylaurate with different enones gave no conjugate addition products, but base induced self-condensation of enones.
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Doi:10.1021/acs.joc.0c02121
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