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A facile synthesis of 4‐hydroxy‐2( E )‐nonenal
Author(s) -
Gardner H. W.,
Bartelt R. J.,
Weisleder D.
Publication year - 1992
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02536025
Subject(s) - yield (engineering) , alcohol , chemistry , organic chemistry , alcohol oxidation , combinatorial chemistry , materials science , metallurgy
A facile, efficient synthesis of 4‐hydroxy‐2( E )‐nonenal is presented as an alternative to the approaches published previously, which either employed four to six separate steps or furnished low yields. The commercially available 3( Z )‐nonenol was sequentially oxidized into 3,4‐epoxynonanol by 3‐chloroperoxybenzoic acid followed by oxidation of the alcohol by periodinane to afford 4‐hydroxy‐2( E )‐nonenal by this two‐step procedure in 48±7% yield.
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