doiSerbia

Hydride reduction of B-norcholestane 5α,6α-epoxide

Bjelaković Mira S. (ICTM, Center for Chemistry, Belgrade)
Pavlović Vladimir D. (ICTM, Center for Chemistry, Belgrade)
Lorenc Ljubinka B. (Faculty of Chemistry, Belgrade, Yugoslavia)

B-Norcholestane epoxide 2 is reduced with lithium aluminium hydride to give either the 3β,6α-diol 3 or the corresponding 3β,5α-diol 4, depending on the quality of the reducing reagent employed. Aplausible mechanistic explanation of the obtained results is suggested.

Keywords: 5α,6α-epoxy-B-norcholestan-3β-yl acetate, 5α-hydroxy-B-norcholestan-3β-yl acetate, 6α-hydroxy-B-nor-5β-cholestan-3β-yl acetate, lithium aluminium hydride, lithium triethylborohydride