A protocol for the hydroxylation of the 18-methyl group in gibberellins has
been developed, as demonstrated by the successful synthesis of 18-hydroxy
GA(4) methyl ester by means of a tandem process involving the conjugate add
ition of alkoxide to the alpha-methylene lactone moiety of a ring A-seco-gi
bberellin followed by an intramolecular aldol reaction.