Mechanistic Implications of the Observation of Kinetic Resolution in a Palladium-Catalyzed Enantioselective Allylic Alkylation

Mechanistic Implications of the Observation of Kinetic Resolution in a Palladium-Catalyzed Enantioselective Allylic Alkylation

Preferential rotation in substrate—palladium intermediates in a catalyzed asymmetric allylic alkylation is proposed to be responsible for both the observed kinetic resolution of the racemic allylic acetate starting material as well as the high selectivity found in the enantiodiscriminating product‐f...

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Veröffentlicht in:Angewandte Chemie International Edition 1998-12, Vol.37 (22), p.3118-3121
Hauptverfasser: Ramdeehul, Shailesh, Dierkes, Peter, Aguado, Rafael, Kamer, Paul C. J., van Leeuwen, Piet W. N. M, Osborn, John A.
Format: Artikel
Sprache:eng
Schlagworte:
Alkylations
Asymmetric catalysis
Chiral resolution
P ligands
Palladium
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Zusammenfassung:Preferential rotation in substrate—palladium intermediates in a catalyzed asymmetric allylic alkylation is proposed to be responsible for both the observed kinetic resolution of the racemic allylic acetate starting material as well as the high selectivity found in the enantiodiscriminating product‐forming step [Eq. (a)].
ISSN:1433-7851
1521-3773
DOI:10.1002/(SICI)1521-3773(19981204)37:22<3118::AID-ANIE3118>3.0.CO;2-G