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

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%...

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Bibliographic Details
Published in:Synlett 2003-09, Vol.2003 (12), p.1915-1918
Main Authors: Bøgevig, Anders, Poulsen, Thomas B., Zhuang, Wei, Jørgensen, Karl Anker
Format: Article
Language:English
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Summary: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.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-41479