Arabian Journal of Chemistry (Dec 2019)

Modular total syntheses of thymifodioic/incanic acids

  • Sergio J. Álvarez-Méndez,
  • J. Roberto Saad,
  • Carlos E. Tonn,
  • Víctor S. Martín,
  • Celina García

Journal volume & issue
Vol. 12, no. 8
pp. 3764 – 3775

Abstract

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The first total synthesis of the bioactive natural product 2,6-(E,E)-thymifodioic acid, also called incanic acid, and its stereoisomers is described. An unified, iterative and modular strategy was envisioned, achieving the synthesis of the goals products after five reaction steps in an overall yield ranging from 8% to 16%. The key step is a non-expensive easy to perform Horner–Wadsworth–Emmons condensation. Keywords: Total synthesis, Natural products, Olefination, Iterative synthesis, Terpenes