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Total synthesis of dextro levo coronafacic acid by an intermolecular diels alder approach



Total synthesis of dextro levo coronafacic acid by an intermolecular diels alder approach



Canadian Journal of Chemistry 62(9): 1747-1750



An efficient total synthesis of d,l-coronafacic acid [found in Pseudomonas coronafaciens, a phytopathogenic bacterium] has been achieved from 4-cyclopentene-1,3-dione (4). The synthesis involves the keto ester as a key intermediate that is conveniently prepared by the Diels-Alder addition of enedione 4 to ethyl 4-ethyl-2,4-pentadienoate.

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