87667-50-3Relevant academic research and scientific papers
THE CHEMICAL AND MICROBIOLOGICAL SYNTHESIS OF BEYERGIBBERELLIN A9
Fraga, Braulio M.,Gonzalez, Antonio G.,Hernandez, Melchor G.,Martin, Aurelio San,Duri, Zvitendo J.,Hanson, James R.
, p. 1945 - 1948 (1983)
Beyergibberellin A9 has been prepared by the microbiological transformation of the parent hydrocarbon, ent-beyer-15-ene, with Gibberella fujikuroi revealing the lack of substrate:specificity in the latter and in confirmation of its structure, t
The Partial Synthesis of Beyergibberellin A4 and A9 Methyl Esters
Fraga, Braulio M.,Gonzalez, Antonio G.,Hernandez, Melchor G.,Duri, Zvitendo J.,Hanson, James R.
, p. 1105 - 1107 (2007/10/02)
Beyergibberellins A4 and A9 methyl esters were synthesized from methyl gibberellate via gibberellin A1 methyl ester and its 3-epimer.The C/D ring junction of the 3-epimer was isomerized to afford the 16-oxo-8,13-isogibberellin and 3-hydroxy group removed by tributyltin hydride reduction of the corresponding chloride.Alternatively the C/D ring junction of the gibberellin A1 methyl ester was isomerized and the 3-hydroxy group was converted into its trimethylsilylethoxymethyl derivative.Reduction of the 16-ketones and elimination of the corresponding 16-sulphonate esters over alumina or with collidine afforded the title compounds.
