2013
DOI: 10.7598/cst2013.631
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Synthesis of Spirocyclopente-Dione Anthracene Adduct, Precursor of the Cyclopentenone Prostagladins Via Ring-Closing Metathesis Reaction

Abstract: A synthesis of the spirocyclopente-dione anthracene adduct, a precursor of the cyclopentenone prostaglandins has been reported. The synthesis involved a Diels-Alder reaction of anthracene and dimethyl fumarate to afford 3 followed by reduction, oxidation and esterification reactions to provide methyl ester anthracene adduct 8, which further converted to the the allylic alcohol (12). Then, Ring-Closing Metathesis (RCM) reaction afforded the cyclopentenol anthracene adduct, which after oxidation provided the spi… Show more

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