Synthetic approaches to coronafacic acid, coronamic acid, and coronatine

Littleson, Mairi M. and Russell, Claire J. and Frye, Elizabeth C. and Ling, Kenneth B. and Jamieson, Craig and Watson, Allan J. B. (2016) Synthetic approaches to coronafacic acid, coronamic acid, and coronatine. Synthesis, 48. ISSN 0039-7881

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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.