2013
DOI: 10.1002/ange.201303659
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Rh/Pd Catalysis with Chiral and Achiral Ligands: Domino Synthesis of Aza‐Dihydrodibenzoxepines

Abstract: 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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Cited by 46 publications
(2 citation statements)
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References 45 publications
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“…Lautens and his research group are interested in the use of multiple metal catalysts to create complex products from multiple reactants, as well as heterocycle synthesis, CH activation reactions, and carbohalogenation reactions. His most recent publications in Angewandte Chemie include reports on Rh/Pd catalysis with chiral and achiral ligands,7a and on carboiodination reactions 7b …”
Section: Awarded …︁mentioning
confidence: 99%
“…Lautens and his research group are interested in the use of multiple metal catalysts to create complex products from multiple reactants, as well as heterocycle synthesis, CH activation reactions, and carbohalogenation reactions. His most recent publications in Angewandte Chemie include reports on Rh/Pd catalysis with chiral and achiral ligands,7a and on carboiodination reactions 7b …”
Section: Awarded …︁mentioning
confidence: 99%
“…To determinet he optimal reactionc onditions, we first examined the substituent on the carboxylic acid part in the diene ligand 4 ( Table 1). [7] Although ligand 4a with an ester substituent did not provide the desired product 3a (entry 1), both ligand 4b and 4c with as econdary amide moiety gave 3a in good yield with good enantioselectivity (entries 2a nd 3), and 4c was selected for furthero ptimization. The substituent at the nitrogen on the isatin ring was crucial for the reactivity (entry 4).…”
mentioning
confidence: 99%