Acid-base catalysis using chiral palladium complexes

Sodeoka, Mikiko; Hamashima, Yoshitaka

doi:10.1351/pac200678020477

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Pure Appl. Chem., 2006, Vol. 78, No. 2, pp. 477-494

http://dx.doi.org/10.1351/pac200678020477

Acid-base catalysis using chiral palladium complexes

Mikiko Sodeoka^1,2 and Yoshitaka Hamashima¹

¹ Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Katahira, Aoba, Miyagi 980-8577, Japan
² RIKEN (The Institute of Physical and Chemical Research), Hirosawa, Wako, Saitama 351-0198, Japan

Abstract: Chiral Pd aqua and µ-hydroxo complexes were found to act as mild Brønsted acids and bases, and chiral Pd enolates were generated from these complexes even under acidic conditions. Highly enantioselective Michael addition, Mannich-type reaction, fluorination, and conjugate addition of amines have been developed based on the acid-base character of these Pd complexes.