Stereochemistry of substitution of allylic hydroxyl with fluorine in prostaglandins. Synthesis of 15-fluoro-11,15-dideoxyprostaglandins E1

Russian Journal of Bioorganic Chemistry

Volumn 22, Issue 10, 1996, Pages 688-695

  Bezuglov, V V ^a   Pashinnik, V E ^b   Tovstenko, V I ^b   Markovskii, L N ^b   Freimanis, Ya F ^c   Serkov, I V ^d  

^a SHEMYAKIN OVCHINNIKOV INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Ukraine)

^c LATVIAN INSTITUTE OF ORGANIC SYNTHESIS   (Latvia)

^d INSTITUTE OF PHYSIOLOGICALLY ACTIVE COMPOUNDS   (Russian Federation)

Author keywords

Dimethylaminotrifluorosulfuran; Fluorination, mechanisms; Morpholinotrifluorosulfuran; Platelet aggregation, inhibition; Prostaglandins, fluorodeoxy; Sulfur tetrafluoride; Synthesis

Indexed keywords

EID: 27544447544     PISSN: 10681620     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (13)

1. Bezuglov, V.V. and Bergelson, L.D., Bioorg. Khim., 1979, vol. 5, pp. 1531-1535.
2. Bezuglov, V.V. and Bergelson, L.D., Dokl. Akad. Nauk SSSR, 1980, vol. 250, pp. 468-469.
3. Bezuglov, V.V., Serkov, I.V., Gafurov, R.G., and Bergelson, L.D., Dokl. Akad. Nauk SSSR, 1984, vol. 277, pp. 1400-1402.
4. Lakin, K.M., Makarov, V.A., Kovalev, S.G., Petrukhina, G.N., Serkov, I.V., Golovanova, N.K., and Bezuglov, V.V., Eksp. Klinich. Farmakol., 1994, vol. 57, pp. 39-41.
5. Yasuda, A., Soedineniya ftora. Sintez i primenenie, Isikava, N., Ed., Moscow: Mir, 1990, pp. 352-371 (Russian translation from the Japanese).
6. Tanaka, T., Kurozumi, S., Toru, T., Kobayashi, M., Miura, S., and Ishimoto, S., Terahedron Lett., 1975, pp. 1535-1538.
7. Markovskii, L.N. and Pashinnik, V.E., Novye ftoriruyushchie agenty v organicheskom sinteze (Novel Fluorinating Agents in Organic Synthesis), German, L.S. and Zemskov, S.V., Eds., Novosibirsk: Nauka, 1987, pp. 121-139.
8. Kogtev, L.S., Sadovskaya, V.L., Rozynov, B.V., Bezuglov, V.V., and Bergelson, L.D., Bioorg. Khim., 1984, vol. 10, pp. 1260-1270.
9. Akhrem, A.A. and Koroleva, E.V., Izv. Akad. Nauk Bel. SSR, Ser. Khim., 1978, no. 9, pp. 103-118.
10. Sakhartova, O.V., Shatts, V.D., Freimanis, Ya.F., and Avots, A.A., Izv. Akad. Nauk Latv. SSR, Ser. Khim., 1982, no. 3, pp. 325-334.
11. Markovskii, L.N., Pashinnik, V.E., and Saenko, E.P., Zh. Org. Khim., 1977, vol. 13, pp. 1116-1117.
12. March, J., Advanced Organic Chemistry, New York: Wiley, 1985.
13. Translated under the title Organicheskaya khimiya, Moscow: Mir, 1987.