Oxazoline-Mediated Interannular Cyclopalladation of Ferrocene: Chiral Palladium(II) Catalysts for the Enantioselective Aza-Claisen Rearrangement

Oxazoline-Mediated Interannular Cyclopalladation of Ferrocene: Chiral Palladium(II) Catalysts for the Enantioselective Aza-Claisen Rearrangement

Formation of a carbon–palladium bond to the unsubstituted cyclopentadiene ring occurs during the cyclopalladation of 4‐ferrocenyl‐1,3‐oxazolines and leads to a new type of metalated ferrocene (see scheme). These chiral complexes catalyze the asymmetric aza‐Claisen rearrangement of allylic imidates....

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Veröffentlicht in:Angewandte Chemie International Edition 2005-03, Vol.44 (12), p.1865-1869
Hauptverfasser: Moyano, Albert, Rosol, Malgorzata, Moreno, Rosa M., López, Concepción, Maestro, Miguel A.
Format: Artikel
Sprache:eng
Schlagworte:
allylic compounds
asymmetric catalysis
metalation
metallocenes
palladium
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Zusammenfassung:Formation of a carbon–palladium bond to the unsubstituted cyclopentadiene ring occurs during the cyclopalladation of 4‐ferrocenyl‐1,3‐oxazolines and leads to a new type of metalated ferrocene (see scheme). These chiral complexes catalyze the asymmetric aza‐Claisen rearrangement of allylic imidates.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200462434