An efficient stereocontrolled synthesis of methyl (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoate (methyl coriolate)

Article abstract of DOI:10.1055/s-1993-25867

An efficient synthesis of methyl (13S)-coriolate (S)-1b is accomplished by the palladium-catalyzed coupling of (1E,3S)-1-iodooct-1-en-3-ol [(S)-3] with methyl dec-9-ynoate (4) followed by selective reduction of the enyne (S)-2.