LES IONS α-CARBENIUMS BENCHROTRENIQUES: MODE DE GENERATION, EXEMPLES D'UTILISATION A LA PREPARATION D'AMINES, D'ETHERS ET AU CONTROLE STEREOCHIMIQUE LORS D'ATTAQUES NUCLEOPHILES

Article abstract of DOI:10.1016/S0022-328X(00)93566-6

Temporary complexation of benzylic alcohols by the Cr(CO)3 unit considerably enhances the stability of the carbenium ions generated from these alcohols and allows the preparation of amines, ethers by reaction of the ions with ammonia, amines or alcohols.This method also permits the total stereochemical control in the exo position of nucleophilic attack in the rigid series (indane, tetraline) and thus giving rise to exo -tricarbonyl chromium-1-indanol or -1-tetralol.Stereochemical studies of open chain compounds show retention of configuration.