Development of Chiral Pincer Palladium Complexes Bearing a Pyrroloimidazolone Unit. Catalytic Use for Asymmetric Michael Addition

Novel pincer palladium complexes having chiral hexahydro-1H-pyrrolo[1,2-c]imidazolone groups were designed and prepared. Catalytic asymmetric Michael addition of isopropyl 2-cyanopropionate to ethyl vinyl ketone was catalyzed by the chiral pincer palladium complex to give isopropyl 2-cyano-2-methyl-...

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Veröffentlicht in:Organic letters 2004-05, Vol.6 (11), p.1833-1835
Hauptverfasser: Takenaka, Kazuhiro, Uozumi, Yasuhiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Novel pincer palladium complexes having chiral hexahydro-1H-pyrrolo[1,2-c]imidazolone groups were designed and prepared. Catalytic asymmetric Michael addition of isopropyl 2-cyanopropionate to ethyl vinyl ketone was catalyzed by the chiral pincer palladium complex to give isopropyl 2-cyano-2-methyl-5-oxoheptanoate with high enantioselectivity (up to 83% ee).
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0494515