The factors governing enol anion formation from 17,20:20,21-bismethylenedioxyprednisone (prednisone BMD) at C-6 and C-9 have been investigated by quenching with benzoic anhydride; kinetically controlled enolisation occurs at C-6 followed by rearrangement, catalysed by unenolised ketone, to the C-9 anion.
D. H. R. Barton, R. H. Hesse, G. Tarzia and M. M. Pechet, J. Chem. Soc. D, 1969, 1497 DOI: 10.1039/C29690001497
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