Formation of Optically Active Functionalized β-Hydroxy Nitrones Using a Proline Catalyzed Aldol Reaction of Aldehydes with Carbonyl Compounds and Hydroxylamines

Anders Bøgevig; Thomas B. Poulsen; Wei Zhuang; Karl Anker Jørgensen

doi:10.1055/s-2003-41479

CLUSTER

Formation of Optically Active Functionalized β-Hydroxy Nitrones Using a Proline Catalyzed Aldol Reaction of Aldehydes with Carbonyl Compounds and Hydroxylamines

Anders Bøgevig, Thomas B. Poulsen, Wei Zhuang, Karl Anker Jørgensen*
Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark
e-Mail: kaj@chem.au.dk;

Abstract

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Abstract

The formation of optically active nitrones from a l-proline catalyzed aldol reaction of aldehydes with activated carbonyl compounds and an in situ reaction with hydroxylamines is presented. The reaction gives optically active N-alkyl-C-β-hydroxy-nitrones in high yield and with up to 96% ee.

Keywords

asymmetric catalysis - nitrones - carbonyl compounds - hydroxylamines - l-proline

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Referenzen

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