Convenient and efficient syntheses of 4-hydroxy-2(E)-nonenal and 4-oxo-2(E)-nonenal.
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.
Kurangi
Reshma F
RF
Department of Chemistry, Goa University, Taliegao Plateau, Goa, India.
Tilve
Santosh G
SG
Blair
Ian A
IA
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D015394:Molecular Structure; D010084:Oxidation-Reduction
C403894:4-oxo-2-nonenal; D000447:Aldehydes; C027576:4-hydroxy-2-nonenal