Convenient and efficient syntheses of 4-hydroxy-2(E)-nonenal and 4-oxo-2(E)-nonenal

Kurangi, R.F.; Tilve, S.G.; Blair, I.A.

Convenient and efficient syntheses of 4-hydroxy-2(E)-nonenal and 4-oxo-2(E)-nonenal

Kurangi, R.F.; Tilve, S.G.; Blair, I.A.

Source : Lipids. 41(9); 2006; 877-880.

URI: http://dx.doi.org/10.1007/s11745-006-5043-4
http://irgu.unigoa.ac.in/drs/handle/unigoa/1848

Date: 2006

Document Type: Journal article

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.

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