title: Transition-Metal-Catalyzed Regiodivergent and Stereoselective Access to Branched and Linear Allylated 4-Pyridones.
abstract: A regiodivergent and stereoselective transition-metal-catalyzed addition of 4-pyridones to allenes furnishing N-allylated pyridones is reported. Employing a commercially available chiral rhodium catalyst enabled enantioselective branched-selective allylation. Conversely, an achiral palladium catalyst led to linear-selective N-allylation in high E-selectivities. A wide range of functional groups was tolerated and assorted synthetic transformations of the N-allylated pyridones demonstrated their utility for the syntheses of medicinally relevant heterocyclic scaffolds.
authors.affiliation: Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104, Freiburg im Breisgau, Germany.
authors.forename: Johannes P
authors.initials: JP
authors.lastname: Schmidt
authors.affiliation: Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104, Freiburg im Breisgau, Germany.
authors.forename: Changkun
authors.initials: C
authors.lastname: Li
authors.affiliation: Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104, Freiburg im Breisgau, Germany.
authors.forename: Bernhard
authors.identifier: http://orcid.org/0000-0002-2514-3898
authors.initials: B
authors.lastname: Breit
keywords: 4-pyridones; 4-quinolones; allenes; allylic compounds; palladium; rhodium