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Chem Phys Lipids. 2007 Dec;150(2):239-43. Epub 2007 Aug 26.

An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds.

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1
ICBMS, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, université de Lyon, université Lyon 1, CNRS, UMR 5246, Lyon F-69622, France. laurent.soulere@insa-lyon.fr

Abstract

The facile one step synthesis of 4-hydroxy-2E-nonenal and its dimethyl acetal via a cross-metathesis reaction between commercially available octen-3-ol and acrolein or its dimethyl acetal is reported. The method was extended to the synthesis of C6 and C12 4-hydroxy-2E-enals, their dimethyl acetal and of the 4-hydroxy-2E-nonenoic acid (4-HNA).

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