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Yoshitaka Hamashima, Naoki Sasamoto, Daido Hotta, Hidenori Somei, Natsuko Umebayashi and Mikiko Sodeoka Catalytic Asymmetric Addition of β-Ketoesters to Various Imines by Using Chiral Palladium Complexes Angewandte Chemie International Edition 44

Version of Record online: 31 JAN 2005 | DOI: 10.1002/anie.200462202

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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.

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