Synthetic approaches to coronafacic acid, coronamic acid, and coronatine

Mairi M. Littleson, Claire J. Russell, Elizabeth C. Frye, Kenneth B. Ling, Craig Jamieson, Allan J. B. Watson

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4 Citations (Scopus)
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Abstract

The phytotoxin coronatine (COR) is a functional mimic of the active plant hormone (+)-7-iso-jasmonoyl-l-isoleucine (JA-IIe), which regulates stress responses. Structurally, COR is composed of a core unit, coronafacic acid (CFA), which is connected to coronamic acid (CMA), via an amide linkage. COR has been found to induce a range of biological activity in plants and based on its biological profile, COR, as well as CFA, and CMA are attractive starting points for agrochemical discovery, resulting in numerous total synthesis efforts. This review will discuss the synthetic approaches towards CFA, CMA and, ultimately COR, to date.
Original languageEnglish
Number of pages20
JournalSynthesis
Volume48
Early online date15 Aug 2016
DOIs
Publication statusE-pub ahead of print - 15 Aug 2016

Keywords

  • agrochemistry
  • asymmetric synthesis
  • bicyclic compounds
  • carbocycles
  • stereochemistry
  • total synthesis
  • phytotoxin coronatine
  • coronafacic acid
  • coronamic acid

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    Littleson, M. M., Russell, C. J., Frye, E. C., Ling, K. B., Jamieson, C., & Watson, A. J. B. (2016). Synthetic approaches to coronafacic acid, coronamic acid, and coronatine. Synthesis, 48. https://doi.org/10.1055/s-0035-1562552