Abstract
Methyl gibberellate has been converted via the methyl ester of 3-epigibberellin A1 into the 3β-chloro- and 3β,13-dichloro-derivatives using triphenylphosphine and carbon tetrachloride. Hydrogenolysis of the chlorides with tributyltin hydride afforded gibberellins A20 and A9 as their methyl esters. Gibberellin A9 methyl ester was also prepared from the gibberellin A4/A7 mixture. The stereochemistry of the conjugate reduction of the ring-A-unsaturated ketone is defined.
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