Réactivité des dérivés organocuivreux vis-à-vis des aldéhydes αβ-éthyléniques

C Chuit, JP Foulon, JF Normant

Index: Chuit, C.; Foulon, J. P.; Normant, J. F. Tetrahedron, 1981 , vol. 37, p. 1385 - 1389

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Citation Number: 46

Abstract

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 ...