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

2004-05-27T00:00:00Z (GMT) by Kazuhiro Takenaka Yasuhiro Uozumi
Novel pincer palladium complexes having chiral hexahydro-1<i>H</i>-pyrrolo[1,2-<i>c</i>]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).