A novel bromination for an unsaturated α‐anion ester. Synthesis of 2‐bromo‐ cis ‐8, cis ‐11, cis ‐14‐eicosatrienoic acid
1977; Royal Netherlands Chemical Society; Volume: 96; Issue: 3 Linguagem: Inglês
10.1002/recl.19770960305
ISSN1878-7096
AutoresLodewijk van der Wolf, H. J. J. Pabon,
Tópico(s)Vanadium and Halogenation Chemistry
ResumoAbstract Electrophylic bromination via α‐anion esters (ester enolates) of polyunsaturated carboxylic acids has been achieved by the use of diethyl dibromomalonate as a mild source of positive bromine. 2‐Bromo‐ cis ‐8, cis ‐11, cis ‐14‐eicosatrienoic acid has been prepared, in 27% yield via the tert ‐butyl ester. Final purification of the acid could be successfully attained only after application of ion‐exchange chromatography on DEAE‐cellulose.
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