REACTIVITE DES DERIVES ORGANOCUIVREUX VIS-A-VIS DES ALDEHYDES αβ-ETHYLENIQUES

Article abstract of DOI:10.1016/S0040-4020(01)92455-X

Secondary lithium dialkylcuprates react with αβ-ethylenic aldehydes to give a mixture of 1,2 and 1,4 addition products.Only 1,2 addition products are obtained with allylic and acetylenic cuprates whereas homallylic, phenyl and vinylic cuprates give 1,4 addition products.The 1,4/1,2 ratio also depends on the nature of the metal in the cuprate (Mg or Li).Thus chloromagnesium dimethyl cuprate, in THF, is the most favorable compound to give the 1,4 addition product.