title: Palladium(II)-Catalyzed Cross-Dehydrogenative Coupling (CDC) of N-Phthaloyl Dehydroalanine Esters with Simple Arenes: Stereoselective Synthesis of Z-Dehydrophenylalanine Derivatives.
abstract: Pd(II)-catalyzed cross-dehydrogenative coupling (CDC) of methyl N-phthaloyl dehydroalanine esters with simple aromatic hydrocarbons is reported. The reaction, which involves the cleavage of two sp(2) C-H bonds followed by C-C bond formation, stereoselectively generates highly valuable Z-dehydrophenylalanine skeletons in a practical, versatile, and atom economical manner. In addition, a perfluorinated product was expediently converted into important nonproteinogenic amino acid building blocks through copper-catalyzed conjugate additions of boron, silicon, and hydride moieties.
authors.affiliation: Department of Biomolecular Sciences, University of Urbino "Carlo Bo" , P.zza Rinascimento 6, 61029 Urbino (PU), Italy.
authors.forename: Francesca
authors.initials: F
authors.lastname: Bartoccini
authors.affiliation: Department of Biomolecular Sciences, University of Urbino "Carlo Bo" , P.zza Rinascimento 6, 61029 Urbino (PU), Italy.
authors.forename: Diego Maria
authors.initials: DM
authors.lastname: Cannas
authors.affiliation: Department of Biomolecular Sciences, University of Urbino "Carlo Bo" , P.zza Rinascimento 6, 61029 Urbino (PU), Italy.
authors.forename: Francesco
authors.initials: F
authors.lastname: Fini
authors.affiliation: Department of Biomolecular Sciences, University of Urbino "Carlo Bo" , P.zza Rinascimento 6, 61029 Urbino (PU), Italy.
authors.forename: Giovanni
authors.initials: G
authors.lastname: Piersanti