title: Synthesis and crystallographic characterization of chiral bis-oxazoline-amides. Fine-tunable ligands for Pd-catalyzed asymmetric alkylations.
abstract: New chiral chelating C2 bis-oxazoline-amide ligands (1) exhibiting a highly flexible molecular structure have been prepared in high yield through a versatile synthetic pathway. Combined crystallographic, variable temperature (VT)-NMR, IR, and ESI-MS studies have been carried out to investigate the nature of the 1-Pd complexes that are effective tools in controlling the stereochemical outcome of Pd-catalyzed allylic alkylations (ee up to 98%).
authors.affiliation: Dipartimento di Chimica G. Ciamician, Università di Bologna. Via Selmi, 2 40126 Bologna, Italy.
authors.forename: Vincenzo Giulio
authors.initials: VG
authors.lastname: Albano
authors.forename: Marco
authors.initials: M
authors.lastname: Bandini
authors.forename: Magda
authors.initials: M
authors.lastname: Monari
authors.forename: Eleonora
authors.initials: E
authors.lastname: Marcucci
authors.forename: Fabio
authors.initials: F
authors.lastname: Piccinelli
authors.forename: Achille
authors.initials: A
authors.lastname: Umani-Ronchi
mesh_terms: D000478:Alkylation; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D008024:Ligands; D010080:Oxazoles; D010165:Palladium