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 intermediates of this process

摘要

A method for the production of 6,7-dihydroxy steroid compounds by allylic oxidation is disclosed, wherein the method for allylic oxidation comprised the steps of: (a) providing a compound comprising a steroid carbon skeleton and two geminal allylic hydrogens as present in formula (1); (b) contacting the compound with reagents comprising an oxidizing agent (such as copper iodide and t-butyl hydroperoxide) and an amine (such as pyridine) to provide a mixture; and (c) maintaining the mixture of step (b) under oxidizing conditions to convert the compound to a product having a carbon skeleton and an a,a-unsaturated ketone moiety as present in formula (4).