title: Convenient and efficient syntheses of 4-hydroxy-2(E)-nonenal and 4-oxo-2(E)-nonenal.
abstract: Lipid peroxidation products 4-hydroxy-2(E)-nonenal (HNE) and 4-oxo-2(E)-nonenal (ONE) were conveniently synthesized using Wittig and Horner-Wardsworth-Emmons (HWE) reaction. Wittig or HWE reaction between an easily prepared phosphorane or phosphonate with glyoxal dimethyl acetal gave a protected 4-oxo-2(E)-nonenal. Hydrolysis gave 4-oxo-2(E)-nonenal, whereas reduction followed by hydrolysis gave 4-hydroxy-2(E)-nonenal.
authors.affiliation: Department of Chemistry, Goa University, Taliegao Plateau, Goa, India.
authors.forename: Reshma F
authors.initials: RF
authors.lastname: Kurangi
authors.forename: Santosh G
authors.initials: SG
authors.lastname: Tilve
authors.forename: Ian A
authors.initials: IA
authors.lastname: Blair
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: C403894:4-oxo-2-nonenal; D000447:Aldehydes; C027576:4-hydroxy-2-nonenal