Yu. N. Ogibin, I. S. Levina, A. V. Kamernitskii, G. I. Nikishin, “A Highly Efficient, Indirect Electrooxidation of 6β-Methyl-3β,5α-dihydroxy-16α,17α-cyclohexanopregnan-20-one to the Corresponding 5α-Hydroxy-3,20-dione Using a Mediatory Couple of Sodium Bromide and Substituted 2,2,6,6-Tetramethylpiperidine-<i>N-oxyl</i> (TEMPO)”, Mendeleev Commun., 1995, Volume 5, Issue 5,Pages <nobr>184

This article is cited in 7 papers

A Highly Efficient, Indirect Electrooxidation of 6β-Methyl-3β,5α-dihydroxy-16α,17α-cyclohexanopregnan-20-one to the Corresponding 5α-Hydroxy-3,20-dione Using a Mediatory Couple of Sodium Bromide and Substituted 2,2,6,6-Tetramethylpiperidine-N-oxyl (TEMPO)

Yu. N. Ogibin, I. S. Levina, A. V. Kamernitskii, G. I. Nikishin

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: 6β-Methyl-3β,5α-dihydroxy-16α,17α-cyclohexanopregnan-20-one 1, when electrolysed in the presence of 4-substituted TEMPO in a two-phase system of CH₂CI₂–aqueous NaBr, is oxidised chemoselectively and in high yield into 6β-methyl-5α-hydroxy-16α,17α-cyclohexanopregnan-3,20-dione 2.

Language: English

DOI: 10.1070/MC1995v005n05ABEH000515