Abstract
Synthones for 7-ketoprostanoids — 2-acylcyclopentenols — were synthesized from cyclopentenone and Ω-nitroalkanoic acid esters in three steps that include the formation and reductive cleavage of cyclopentanoisoxazolines.
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Literature Cited
A. A. Akhrem, F. A. Lakhvich, and V. A. Khripach, Khim. Geterotsikl. Soedin., No. 9, 1155 (1981).
A. P. Kozikowski, Acc. Chem. Res.,17, 410 (1984).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, and I. B. Klebanovich, USSR Author's Certificate No. 607,832, Byull. Izobret., No. 19 (1978).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, I. B. Klebanovich, A. G. Pozdeev, and I. P. Antonevich, Summaries of Papers Presented at the Fifth Soviet-Indian Symposium on the Chemistry of Natural Compounds [in Russian], Yerevan (1978), p. 7.
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, I. P. Antonevich, A. A. Pan, and L. G. Lis, Zh. Org. Khim.,17, 2242 (1981).
A. Barco, S. Benetti, and G. P. Pollini, J. Org. Chem.,46, 4518 (1981).
A. P. Kozikowski and R. D. Stein, J. Org. Chem.,49, 2301 (1984).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, and T. V. A. Kharlashina, USSR Author's Certificate No. 694,012, Byull. Izobret., No. 9, 232 (1981).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, I. P. Antonevich, and T. V. Kharlashina, USSR Author's Certificate No. 757,532, Byull. Izobret., No. 31, 91 (1980).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, and I. V. Klevanovich, Dokl. Akad. Nauk SSSR,244, 615 (1979).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, T. V. Kharlashina, and I. P. Antonevich, USSR Author's Certificate No. 8,573,131, Byull. Izobret., No. 31, 114 (1981).
D. P. Curran, J. Am. Chem. Soc.,104, 4024 (1982).
W. Danikiewicz, T. Jaworski, and S. Kwiatkowski, Synth. Commun.,13, 255 (1983).
A. A. Akhrem, F. A. Lakhvich, V. A. Khripach, T. V. Yankova, A. G. Pozdeev, and I. P. Antonevich, USSR Author's Certificate No. 809,804, Byull. Izobret., No. 24, 270 (1985).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 966–971, July, 1988.
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Lakhvich, F.A., Khripach, V.A., Antonevich, I.P. et al. Isoxazoline approach to synthesis of 7-ketoprostanoids. Chem Heterocycl Compd 24, 795–800 (1988). https://doi.org/10.1007/BF00633179
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DOI: https://doi.org/10.1007/BF00633179