(11E)-13-Hydroxy-10-oxooctadec-11-enoic acid 1 is conveniently synthesized via a Knoevenagel-type reaction of isopropyl 11-phenylsulfinyl-10-oxoundecanoate 2a (itself easily derived from undec-10-enoic acid) with heptanal to form the γ-hydroxyenone functionality together with carbon chain elongation.
J. Nokami, M. Osafune, K. Shiraishi, S. Sumida and N. Imai, J. Chem. Soc., Perkin Trans. 1, 1997, 2947 DOI: 10.1039/A706245A
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