Chemistry and Physics of Lipids 2007-12-01

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

Laurent Soulère, Yves Queneau, Alain Doutheau

Index: Chem. Phys. Lipids 150(2) , 239-43, (2007)

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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).