Synthesis and confirmation of structure for the gibberellin GA131 (18-hydroxy-GA4).
A general method for the hydroxylation of the 18-methyl group in gibberellins has been developed, as demonstrated by the successful synthesis of 18-hydroxy GA(4) (GA(131)) by means of a tandem process involving the conjugate addition of alkoxides to the alpha-methylene lactone moiety of a ring A-seco-gibberellin followed by an intramolecular aldol reaction.
Crow
James R
JR
Research School of Chemistry, Australian National University, Canberra.
Thomson
Regan J
RJ
Mander
Lewis N
LN
D005875:Gibberellins / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization
D005875:Gibberellins