N-Heterocyclic carbenes in catalysis and other reactions

ORGN 229

Frank Glorius, glorius@chemie.uni-marburg.de, Department of Chemistry, Philipps-Universitaet, Hans-Meerwein-Straße, 35032 Marburg, Germany
Catalysis often allows for increased selectivity and efficacy of chemical transformations. We have developed a number of catalytic transformations, each giving ready access to an important class of products: the Suzuki-Miyaura cross-coupling and Sonogashira coupling of sterically hindered substrates using a new class of N-heterocyclic carbene ligands (IBiox), the organocatalyzed conjugate umpolung with N-heterocyclic carbenes for the synthesis of γ-butyrolactones, the Cu-catalyzed synthesis of oxazoles and benzoxazoles by domino-C-N-/C-O-bond formation, and finally the asymmetric hydrogenation of auxiliary-substituted pyridines providing highly enantiomerically enriched piperidines.

An overview on these methods will be given.