Synfacts 2007(10): 1068-1068  
DOI: 10.1055/s-2007-963857
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Arylation of Imines

Contributor(s): Mark Lautens, Michael Langer
H. Dai, X. Lu*
Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
07 November 2007 (online)

Significance

The transition-metal-catalyzed addition of carbon nucleophiles onto carbon-hetero­atom double bonds has attracted considerable attention recently due to the possibility to generate chiral amines. The authors use a cationic achiral palladium complex to add arylboronic acids to activated S-chiral imines and can isolate arylglycine derivatives in moderate to high yields and high dia­stereomeric excesses. The cleavage of the directing group yields aryl-substituted non-natural amino acids.