Enantioselective CH Arylation Strategy for Functionalized Dibenzazepinones with Quaternary Stereocenters†
Tanguy Saget
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa
Search for more papers by this authorCorresponding Author
Prof. Dr. Nicolai Cramer
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsaSearch for more papers by this authorTanguy Saget
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa
Search for more papers by this authorCorresponding Author
Prof. Dr. Nicolai Cramer
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa
Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsaSearch for more papers by this authorThis work is supported by the European Research Council under the European Community’s Seventh Framework Program (FP7 2007–2013)/ERC Grant agreement no 257891. We thank Dr. R. Scopelliti for X-ray crystallographic analysis of 2 l.
Graphical Abstract
Tada! Highly functionalized chiral dibenzazepinones are obtained by a mild palladium(0)-catalyzed enantioselective CH arylation with excellent selectivities by using simple taddol phosphoramidite ligands. The amide tether allows exclusive regioselectivity through a rare eight-membered palladacycle intermediate.
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