22882-62-8Relevant academic research and scientific papers
The Stereochemistry of the Chemical Ring-contraction of Kaurenolides to Gibberellins
Alam, Muzaffar,Hanson, James R.
, p. 2577 - 2579 (2007/10/02)
The reductive ring-contraction of the sulphonate ester of 7α,18-dihydroxykaurenolide with lithium aluminium hydride is shown to afford the 6-epi-7,19-dihydroxygibberell-16-ene.
The Stereochemistry of Tri-n-butyltin Hydride Reductions in the Preparation of Ring A Desoxygibberellins
Fraga, Braulio M.,Gonzalez, Antonio G.,Tellado, Fernando G.,Duri, Zvitendo J.,Hanson, James R.
, p. 1109 - 1113 (2007/10/02)
The hydrogenolysis of gibberellin 1- and 3-chlorides with tri-n-butyltin hydride has been shown by deuterium labelling combined with 1H and 2H n.m.r. analysis, to proceed with the introduction of the label from the less hindered β-face of the molecule.The hydrogenolysis reaction when applied to the preparation of 3-desoxygibberellins in the C-20 series, proceeds most satisfactory with the thiocarbonylimidazole derivatives of gibberellins A13 and A14 methyl esters to afford the methyl esters of gibberellins A25 and A12 respectively.
