ADDITION CONJUGUEE-ALKYLATION: STEREOCHIMIE DE LA REACTION DES LITHIENS D'ARYLACETONITRILES SUR LES CYCLENONES SUIVIE DU PIEGEAGE PAR L'IODURE DE METHYLE EN UNE SEULE OPERATION

Article abstract of DOI:10.1016/S0040-4020(01)91594-7

The stereochemistry of trapping of enolates, resulting from reaction of lithiated arylacetonitriles to cyclenones, by methyl iodide, is examined.In a medium such as THF-HMPT, the trans 2,3-disubstituted cyclanones are obtained with good yields, and moreover in nearly all cases alkylation takes place under kinetic control.