Asymmetric total syntheses of (+)-coronafacic acid and (+)-coronatine

Article abstract of DOI:10.1271/bbb.61.752

An asymmetric total synthesis of (+)-coronafacic acid, starting from (R)-(+)-4-acetoxy-2-cyclopen-1-one as a chiral source, was accomplished. Construction of the 1-hydrindanone framework was carried out by using intramolecular 1,6-conjugate addition as the key step. Coupling between (+)-coronafacic acid and protected coronamic acid, and subsequent deprotection provided (+)-coronatine. This is the first asymmetric total synthesis of (+)-coronatine.

Full text of DOI:10.1271/bbb.61.752

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