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Fatty acids: XXII partial synthesis of racemic helenynolic acid from crepenynic acid by a possible biosynthetic route and the discovery of cis ‐9,10‐epoxyoctadec‐12‐ynoic acid in Helichrysum bracteatum seed oil
Author(s) -
Conacher H. B. S.,
Gunstone f. D.
Publication year - 1970
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/bf02531108
Subject(s) - chemistry , fatty acid , organic chemistry , catalysis , stereochemistry
Racemic helenynolic acid has been prepared from crepenynic acid by epoxidation followed by base‐catalyzed rearrangement. This may be the pathway by which helenynolic acid is produced in Helichrysum bracteatum seed oil from the crepenynic acid also present. A reinvestigation of the epoxy acids in this oil has shown that cis ‐9,10‐epoxyoctadec‐12‐ynoic acid accompanies the coronaric acid previously identified.