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Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids

Alexey Vladimirovich Kamernitskii 1
Alexey Vladimirovich Kamernitskii
, 
V N Ignatov 1
V N Ignatov
, 
Inna Solomonovna Levina 1
Inna Solomonovna Levina
1 N. D. Zelinskii Institute of Organic Chemistry of the USSR Academy of Sciences, Moscow
10.1070/RC1988v057n03ABEH003349
Published 30 November 1987
Communication , Volume 57, Issue 3, 270-282
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Kamernitskii A. V., Ignatov V. N., Levina I. S. Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids // Russian Chemical Reviews. 1988. Vol. 57. No. 3. pp. 270-282.
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Kamernitskii A. V., Ignatov V. N., Levina I. S. Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids // Russian Chemical Reviews. 1988. Vol. 57. No. 3. pp. 270-282.
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TY - JOUR
DO - 10.1070/RC1988v057n03ABEH003349
UR - https://rcr.colab.ws/publications/10.1070/RC1988v057n03ABEH003349
TI - Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids
T2 - Russian Chemical Reviews
AU - Kamernitskii, Alexey Vladimirovich
AU - Ignatov, V N
AU - Levina, Inna Solomonovna
PY - 1988
DA - 1987/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 270-282
IS - 3
VL - 57
ER -
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@article{1988_Kamernitskii,
author = {Alexey Vladimirovich Kamernitskii and V N Ignatov and Inna Solomonovna Levina},
title = {Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids},
journal = {Russian Chemical Reviews},
year = {1988},
volume = {57},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1988v057n03ABEH003349},
number = {3},
pages = {270--282},
doi = {10.1070/RC1988v057n03ABEH003349}
}
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Kamernitskii, Alexey Vladimirovich, et al. “Photochemical Methods for the Construction of an Additional Four-membered Carbocycle in Steroids.” Russian Chemical Reviews, vol. 57, no. 3, Nov. 1988, pp. 270-282. https://rcr.colab.ws/publications/10.1070/RC1988v057n03ABEH003349.
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Abstract

The photochemical methods for the synthesis of pentacyclic steroids with an additional four-membered carbocycle are considered. A systematic account is given of the available literature data on the [2 + 2] photocycloaddition of steroid enones and dienones to various alkenes and alkynes and also on the dimerisation of dienones and intramolecular cyclisation of steroid ketones.
The mechanism of the photolytic reactions is discussed and the stereo- and regio-specificity of the photocycloaddition are considered as a function of the structure of both the steroid and the alkene. It is shown that the pentacyclic steroids obtained are convenient intermediates for further modifications.
The bibliography includes 106 references.