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Dominospiel: Azadihydrodibenzoxepine wurden in einem Eintopfprozess durch Rh‐katalysierte Arylierung und Pd‐katalysierte C‐O‐Kupplung synthetisiert. Dabei wurden erstmals ein chiraler und ein achiraler Ligand in einer Zweikomponenten‐Zweimetall‐Transformation kombiniert. Die Produkte werden in mittleren bis guten Ausbeuten bei ausgezeichneten Enantioselektivitäten erhalten.

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Reactivity of tert-Butanesulfinamides in Palladium-Catalyzed Allylic Substitutions. -The process can not be applied to 1,1',2-trisubstituted alkenes such as prenyl carbonate which does not react. As exemplified on product (Vc), the sulfur atom remains configurationally stable throughout the allylation process meaning the products are enantiomerically pure. Exploitation of the tert-butylsulfinyl substituent as a stereodirecting group in the reaction with racemic allylic carbonates is hampered by significant lack of reactivity and extensive screening of conditions leads in the best case to the outcome achieved for (XII). -(MISTICO, L.; AY, E.; HUYNH, V.; BOURDERIOUX, A.; CHEMLA, F.; FERREIRA, F.; OBLE, J.; PEREZ-LUNA*, A.; POLI, G.; PRESTAT, G.; J. Organomet. Chem. 760 (2014) 124-129, http://dx.

Rh/Pd Catalysis with Chiral and Achiral Ligands: Domino Synthesis of Aza-Dihydrodibenzoxepines. -The preparation of aza-dihydrodibenzoxepines is described, through the combination of Rh-catalyzed arylation and Pd-catalyzed C-O coupling in a single pot. The domino reactivity depends on the electronics of the vinyl pyridine, with electron-poor vinyl pyridines producing optimal conversion into the desired products. A two-step process is developed for those substrates that do not proceed to full conversion. Additionally, an asymmetric variant of the reaction is presented. For the first time, the ability to incorporate a chiral and an achiral ligand in the same pot is achieved, giving the products in moderate to good yields, with excellent enantioselectivities. -(FRIEDMAN, A. A.; PANTELEEV, J.; TSOUNG, J.; HUYNH, V.; LAUTENS*, M.; Angew. Chem., Int. Ed. 52 (2013) 37, 9755-9758, http://dx.doi.org/10.1002/anie.201303659 ; Davenport Res. Lab., Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.; Eng.) -Bartels 07-209