This article is cited in 7 scientific papers (total 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)
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.
Document Type:
Article
Language: English
Citation:
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-N-oxyl (TEMPO)”, Mendeleev Commun., 5:5 (1995), 184–185
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https://www.mathnet.ru/eng/mendc5089
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This publication is cited in the following 7 articles:
Gertz I. Likhtenshtein, Springer Series in Materials Science, 292, Nitroxides, 2020, 35
Jordan E. Nutting, Mohammad Rafiee, Shannon S. Stahl, “Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions”, Chem. Rev., 118:9 (2018), 4834
Yu. N. Ogibin, M. N. Elinson, G. I. Nikishin, “Mediator oxidation systems in organic electrosynthesis”, Russian Chem. Reviews, 78:2 (2009), 89–140
Sigeru Torii, Encyclopedia of Electrochemistry, 2004
James R. Hanson, “Steroids: reactions and partial synthesis”, Nat. Prod. Rep., 14:4 (1997), 373
I. S. Levina, A. V. Kamernitskii, “Synthesis of 6α-methyl-16α, 17α-cyclohexanoprogesteronevia γ-methylenation of 16α, 17α-cyclohexanopregn-4-ene-3,20-dione”, Russ Chem Bull, 46:6 (1997), 1185
YU. N. OGIBIN, I. S. LEVINA, A. V. KAMERNITSKY, G. I. NIKISHIN, “ChemInform Abstract: 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).”, ChemInform, 27:5 (1996)
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