Enantioselective 1,3-Dipolar Cycloaddition Reactions between Nitrones and α-Substituted α,β-Unsaturated Aldehydes Catalyzed by Chiral Cationic Cobalt(III) Complexes

Abstract

The optically active β-ketoiminato cationic cobalt(III) complexes catalyzed the 1,3-dipolar cycloaddition reaction of nitrones with α,β-unsaturated aldehydes. In the reaction of nitrones derived from 2-halobenzaldehyde, excellent endo-selectivities and high enantioselectivities were observed. The α-substituted α,β-unsaturated aldehyde, such as 2-benzylpropenal, afforded the corresponding isoxazolidine in high stereoselectivity.

Key words

aldehyde - asymmetric catalysis - complexes - cycloadditions - nitrones

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