A HIGHLY EFFICIENT, INDIRECT ELECTROOXIDATION OF YDROXY-16-ALPHA,17-ALPHA-CYCLOHEXANOPREGNAN-2O-ONE TO THE CORRESPONDING 5-ALPHA-HYDROXY-3,20-DIONE USING A MEDIATORY COUPLE OF SODIUM-BROMIDE AND SUBSTITUTED 2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL (TEMPO)
Yn. Ogibin et al., A HIGHLY EFFICIENT, INDIRECT ELECTROOXIDATION OF YDROXY-16-ALPHA,17-ALPHA-CYCLOHEXANOPREGNAN-2O-ONE TO THE CORRESPONDING 5-ALPHA-HYDROXY-3,20-DIONE USING A MEDIATORY COUPLE OF SODIUM-BROMIDE AND SUBSTITUTED 2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL (TEMPO), Mendeleev communications, (5), 1995, pp. 184-185
6 beta-Methyl-3 beta,5 alpha-dihydroxy-16 alpha,17 alpha-cyclohexanopr
egnan-20-one 1, when electrolysed in the presence of 4-substituted TEM
PO in a two-phase system of CH2Cl2-aqueous NaBr, is oxidised chemosele
ctively and in high yield into 6 beta-methyl-5 alpha-hydroxy-16 alpha,
17 alpha-cyclohexanopregnan-3,20-dione 2.