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An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds
Authors:Soulère Laurent  Queneau Yves  Doutheau Alain
Affiliation:

aICBMS, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, université de Lyon, université Lyon 1, CNRS, UMR 5246, Lyon F-69622, France

bCPE Lyon, Villeurbanne F-69616, France

cLaboratoire de Chimie Organique, INSA-Lyon, 20 avenue Albert Einstein, Villeurbanne F-69621, France

Abstract:The facile one step synthesis of 4-hydroxy-2(E)-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-2(E)-enals, their dimethyl acetal and of the 4-hydroxy-2(E)-nonenoic acid (4-HNA).
Keywords:4-Hydroxy-2(E)-nonenal (4-HNE)   4-Hydroxy-2(E)-alkenals   4-Hydroxy-2(E)-alkenal dialkyl acetals   4-Hydroxy-2(E)-nonenoic acid (4-HNA)   Lipid peroxidation   Cross-metathesis
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