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Synfacts 2009(10): 1132-1132  
DOI: 10.1055/s-0029-1217921
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Conjugate Addition to Give Aspartic Acid Derivatives

Contributor(s): Hisashi Yamamoto, Joshua N. Payette
S. H. Kang, Y. K. Kang, D. Y. Kim*
Soonchunhyang University, Asan, Korea
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

In related work, the groups of Hii and Sodeoka have reported asymmetric addition reactions of aromatic amines to α,β-unsaturated carbonyl compounds such as N-alkenoyl oxazolidinones or N-alkenoyl carbamates catalyzed by cationic BINAP-palladium complexes (Adv. Synth. Catal. 2006, 348, 587; Org. Lett. 2004, 6, 1861). In the present study, the authors utilize dicationic palladium complex 1 in conjugate addition reactions of aromatic amines to fumaryl pyrrolidinone to afford after hydrolysis aspartic acid derivatives in very good yields and enantiomeric ratios.