Synfacts 2008(5): 0488-0488  
DOI: 10.1055/s-2008-1072638
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Ni2-Schiff Base Complex for Synthesis of α-Tetrasubstituted α,β-Diamino Acid Precursors

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
Z. Chen, H. Morimoto, S. Matsunaga*, M. Shibasaki*
The University of Tokyo, Japan
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Publikationsverlauf

Publikationsdatum:
23. April 2008 (online)

Significance

Jørgensen and co-worker previously demonstrated a similar reaction using α-­methyl nitro acetate, but only an α-imino ester was used as the electrophile (K. R. Knudsen, K. A. Jørgensen Org. Biomol. Chem. 2005, 3, 1362). A more versatile catalyst capable of a broader substrate scope is required. This catalyst system generates α-tetrasubstituted diamino acid precursors in high yield, diastereo-, and enantioselectitvities. Various other transformations using different nucleophiles were shown.