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Lookup NU author(s): Dr Geoffrey Coxon,
Professor David Minnikin
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(Z)-Tetracos-5-enoic acid and racemic cis-4-(2-octadecylcyclopropane-1-yl)- butanoic acid have been prepared from 1-eicosene by a new facile route. Periodic acid cleavage of the epoxide of 1-eicosene gave nonadecanal which was condensed with 4-carboxybutyltriphenylphosphonium bromide to give predominately (Z)-tetracos-5-enoic acid. Simmons-Smith type cyclopropanation of (Z)-tetracos-5-enoic acid gave a minor proportion of racemic cis-4-(2-octadecylcyclopropane-1-yl)-butanoic acid accompanied by major amounts of its methyl ester. © 2003 Elsevier Ireland Ltd. All rights reserved.
Author(s): Coxon GD, Douglas JD, Minnikin DE
Publication type: Article
Publication status: Published
Journal: Chemistry and Physics of Lipids
ISSN (print): 0009-3084
ISSN (electronic): 1873-2941
Publisher: Elsevier Ireland
PubMed id: 14580710
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