Conclusions
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1.
D5 ′-Pentarane(cyclopentano[16α, 17α]pregn-4-en-3,20-dione)was synthesized, starting from D6 ′-pentaran, by splitting the six-membered D′-ring, recyclizati on across the dialdehyde, decarbonylation, and hydrogenation.
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2.
Homogeneous hydrogenation of the double bond in the D′ ring using a rhodium complex catalyst proceeds selectively without affecting the Δ4 bonds.
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A. V. Kamernitskii, I. S. Levina, and E. I. Mortikova, Izv. Akad. Nauk SSSR, Ser. Khim., 1924 (1977).
A. A. Akhrem, A. V. Kamernitskii, L. E. Kulikova, and I. S. Levina, Izv. Akad. Nauk SSSR, Ser. Khim., 444 (1978).
A. A. Akhrem, L. E. Kulikova, I. S. Levina, and Yu. A. Titov, Izv. Akad. Nauk SSSR, Ser. Khim., 1356 (1972).
A. MacKillop and E. Taylor, Usp. Khim.,43, 1471 (1974).
R. B. Woodward, F. Sondheimer, D. Taub, K. Heusler, and W. M. McLamare, J. Am. Chem. Soc.,74, 4247 (1952).
J. Tsuji and K. Ohno, Synthesis, 157 (1969).
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Communtcation 96, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1395–1397, June, 1978.
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Kamernitskii, A.V., Kulikova, L.E. & Levina, I.S. Transformatton steroids 97. Synthesis of D′ 5-pentaranes-pentacyclic steroids with a supplementary five-membered ring D′ at positions 16,17. Russ Chem Bull 27, 1214–1216 (1978). https://doi.org/10.1007/BF00923379
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DOI: https://doi.org/10.1007/BF00923379