Abstract

A general synthetic scheme, starting from PGA2(obtained from the marine coral Plexaura homomalla), of prostaglandins modified in the upper chain is detailed. Key aldehyde intermediates have been secured from 11-deoxy-PGF2α and PGF2α by an efficient regioselective hydroxylation procedure followed by cleavage of the 5,6-double bond. Wittig reaction with these aldehydes provided the novel prostaglandins (5)–(8), belonging to the E and F families, and containing an aromatic ring in the upper chain.

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