Catalytic Asymmetric Addition of β-Ketoesters to Various Imines by Using Chiral Palladium Complexes

A highly enantioselective Mannich‐type reaction of β‐ketoesters was developed using a catalytic amount of the Pd–aqua complexes 1 (see scheme; PG=protecting group). A variety of imines derived from glyoxylate, as well as simple aromatic and α,β‐unsaturated aldehydes were successfully used. The corre...

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Veröffentlicht in:Angewandte Chemie International Edition 2005-02, Vol.44 (10), p.1525-1529
Hauptverfasser: Hamashima, Yoshitaka, Sasamoto, Naoki, Hotta, Daido, Somei, Hidenori, Umebayashi, Natsuko, Sodeoka, Mikiko
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Sprache:eng
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Zusammenfassung:A highly enantioselective Mannich‐type reaction of β‐ketoesters was developed using a catalytic amount of the Pd–aqua complexes 1 (see scheme; PG=protecting group). A variety of imines derived from glyoxylate, as well as simple aromatic and α,β‐unsaturated aldehydes were successfully used. The corresponding Mannich adducts were obtained in high yield with excellent enantioselectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200462202