Pi-Allyl Palladium Methodology for Selective Deprotection of Allylamines. Practical Synthesis of Secondary Amines
The palladium-promoted deallylation of allylamines derived from primary and secondary amines is achieved with high to quantitative yield in the presence of 2-mercaptobenzoic acid as an allyl scavenger. This method was used for the sequential cleavage of diallylamines. A. synthetic application of this procedure is presented in the preparation of secondary amines from diallylamines.
Keywords: allyloxycarbonyl protecting group ; alpha-aminophosphonic acids ; lithiumamide bases ; asymmetric-synthesis ; hexamethylphosphoramide hmpa ; catalyzed reactions ; michael additions ; aromatic-amines ; schiff-bases ; alkylation
Record created on 2006-06-16, modified on 2016-08-08