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publicationDate 2002-11-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CA-2447780-A1
titleOfInvention Process for the production of 6, 7 - dihydroxy steroid compounds by allylic oxidation of steroid - 5 - ene compounds to steroid - 5 - ene - 7 - one compounds followed by hydroboration and oxidation and intermediates of this process
abstract Steroids containing a cyclohexene moiety are efficiently oxidized to the corresponding .alpha., .beta.-unsaturated ketone using copper iodide and t-butyl hydroperoxide. A steroid compound containing the .alpha., .beta.-unsaturated ketone structure is efficiently converted to the corresponding vicinal diol using a hydroborating reagent followed by oxidative workup, e.g., borane followed by sodium perborate. Benzoyl and substituted benzoyls are superior protecting groups for hydroxyl groups present in the compounds.
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