title: Ligand-controlled product selectivity in palladium-catalyzed domino post-Ugi construction of (spiro)polyheterocycles.
abstract: A novel diversity-oriented access to (spiro)polyheterocycles possessing two adjacent quaternary carbon stereocenters is described. By combining an Ugi 4-CR with Pd-catalysis, the possible mode of cyclization is controlled by the appropriate choice of ligands. Using XantPhos, spirooxindoles are selectively generated, while with BINAP fused polycyclic cis-dihydrobenzofurans are obtained with high diastereoselectivity.
authors.affiliation: Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium. usharma81@gmail.com erik.vandereycken@chem.kuleuven.be.
authors.forename: Zhenghua
authors.initials: Z
authors.lastname: Li
authors.affiliation: Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium. usharma81@gmail.com erik.vandereycken@chem.kuleuven.be.
authors.forename: Nandini
authors.initials: N
authors.lastname: Sharma
authors.affiliation: Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium. usharma81@gmail.com erik.vandereycken@chem.kuleuven.be.
authors.forename: Upendra K
authors.initials: UK
authors.lastname: Sharma
authors.affiliation: Biomolecular Architecture, Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium.
authors.forename: Jeroen
authors.initials: J
authors.lastname: Jacobs
authors.affiliation: Biomolecular Architecture, Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium.
authors.forename: Luc
authors.initials: L
authors.lastname: Van Meervelt
authors.affiliation: Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001, Leuven, Belgium. usharma81@gmail.com erik.vandereycken@chem.kuleuven.be.
authors.forename: Erik V
authors.initials: EV
authors.lastname: Van der Eycken
mesh_terms: D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D008024:Ligands; D010165:Palladium / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D008024:Ligands; D010165:Palladium