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Synlett 2003(12): 1915-1918
DOI: 10.1055/s-2003-41479
DOI: 10.1055/s-2003-41479
CLUSTER
© Georg Thieme Verlag Stuttgart · New York
Formation of Optically Active Functionalized β-Hydroxy Nitrones Using a Proline Catalyzed Aldol Reaction of Aldehydes with Carbonyl Compounds and Hydroxylamines
Further Information
Received
2 June 2003
Publication Date:
19 September 2003 (online)
Publication History
Publication Date:
19 September 2003 (online)

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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