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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Wolf et al. (1977) studied this question.
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