Home / Publications / 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)

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)

Yurii Nikolaevich Ogibin 1
Yurii Nikolaevich Ogibin
, 
Inna Solomonovna Levina 1
Inna Solomonovna Levina
, 
Alexey Vladimirovich Kamernitskii 1
Alexey Vladimirovich Kamernitskii
, 
Gennady Ivanovich Nikishin 1
Gennady Ivanovich Nikishin
10.1070/MC1995v005n05ABEH000515
Published 1995-10-30
Communication , Volume 5, Issue 5, 184-185
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Ogibin Y. N. et al. 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 Communications. 1995. Vol. 5. No. 5. pp. 184-185.
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Ogibin Y. N., Levina I. S., Kamernitskii A. V., Nikishin G. I. 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 Communications. 1995. Vol. 5. No. 5. pp. 184-185.
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TY - JOUR
DO - 10.1070/MC1995v005n05ABEH000515
UR - https://mendcomm.colab.ws/publications/10.1070/MC1995v005n05ABEH000515
TI - 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)
T2 - Mendeleev Communications
AU - Ogibin, Yurii Nikolaevich
AU - Levina, Inna Solomonovna
AU - Kamernitskii, Alexey Vladimirovich
AU - Nikishin, Gennady Ivanovich
PY - 1995
DA - 1995/10/30
PB - Mendeleev Communications
SP - 184-185
IS - 5
VL - 5
ER -
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@article{1995_Ogibin,
author = {Yurii Nikolaevich Ogibin and Inna Solomonovna Levina and Alexey Vladimirovich Kamernitskii and Gennady Ivanovich Nikishin},
title = {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)},
journal = {Mendeleev Communications},
year = {1995},
volume = {5},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1995v005n05ABEH000515},
number = {5},
pages = {184--185},
doi = {10.1070/MC1995v005n05ABEH000515}
}
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Ogibin, Yurii Nikolaevich, et al. “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 Communications, vol. 5, no. 5, Oct. 1995, pp. 184-185. https://mendcomm.colab.ws/publications/10.1070/MC1995v005n05ABEH000515.

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.

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