The synthesis of racemic integerrinecic acid from ethyl acrylate is described. Overall, five steps are involved. A key synthon in the synthesis, ethyl (2Z)-2-bromomethylbut-2-enoate, can undergo either allylic substitution or substitution with rearrangement, and opens the way for a ‘general’ synthesis to a range of necic acids.
S. E. Drewes and N. D. Emslie, J. Chem. Soc., Perkin Trans. 1, 1982, 2079 DOI: 10.1039/P19820002079
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