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Synfacts 2006(10): 1018-1018  
DOI: 10.1055/s-2006-949321
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

[3+2] Cycloaddition Catalyzed by Chiral Cerium(IV) Complexes

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
D. A. Evans*, H. Song, K. R. Fandrick
Harvard University, Cambridge, USA
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

Asymmetric nitrone cycloadditions provide products that can be further transformed to a host of biologically active compounds. Various catalysts currently exist, but with some limitations such as substrate scope, less mild reaction conditions, and lower exo/endo selectivities compared to the presented catalysts. The authors describe a catalytic system that produces, in many cases, only endo-selective products in high yields and enantioselectivities.