Synthesis of azasteroids and D-homosteroids by intramolecular cyclization reactions of steroid arylimines

Synlett

Volumn , Issue 11, 1998, Pages 1205-1206

  Wölfling, János ^a   Frank, Éva ^a   Schneider, Gyula ^a   Bes, Maria Teresa ^b   Tietze, Lutz F ^b  

^a UNIVERSITY OF SZEGED   (Hungary)

^b UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000069896     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-3142     Document Type: Article

References (19)

1. a) Tietze, L.F.; Kettschau, G Topics in Current Chemistry 1997, 189, 1.
2. b) Tietze, L.F.; Kettschau, G.; Gewert, J.-A.; Schuffenhauer, A. Curr. Org. Chem. 1998, 2, 19.
3. a) Tietze, L.F.; Beifuss, U. Angew. Chem. 1993, 105, 137;
4. Angew. Chem., Int. Ed. Engl. 1993, 32, 131.
5. b) Tietze, L.F. Chem. Rev. 1996, 96, 115.
6. c) Tietze, L.F. Nachr. Chem. Tech. Lab. 1997, 45, 1181.
7. a) Tietze, L.F.; Utecht, J. Chem. Ber. 1992, 125, 2259.
8. b) Beifuss, U.; Kunz, O.; Ledderhose, S.; Taraschewski, M.; Tonko, C. Synlett 1996, 34.
9. c) Laschat, S.; Linkert, F.; Knickmeier, M. Liebigs Ann. Chem. 1995, 985;
10. d) Barluenga, J.; Joglar, J.; Gonzalez, F.J.; Fustero, S. Synlett 1990, 129.
11. Tietze, L.F.; Beifuss, U.; Lökös, M.; Rischer, M.; Göhrt, A.; Sheldrick, G. M. Angew. Chem. 1990, 102, 545;
12. Angew. Chem., Int. Ed. Engl. 1990, 29, 527
13. Schneider, Gy.; Bottka, S.; Hackler, L.; Wölfling, J.; Sohár, P. Liebigs Ann. Chem. 1989, 263.
14. Tietze, L.F.; Wölfling, J.; Schneider, Gy. Chem. Ber. 1991, 124, 591.
15. An X-ray analysis of 9 has been performed. Crystallographic data (excluding structure factors) for this structure have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-102885. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44) 1223 336033; e-mail: deposit@ccdc.cam.ac.uk).
16. Wölfling, J., Frank, É., Schneider, Gy., Tietze, L. F. Angew. Chem., in press.
17. Noltemeyer, M., Tietze, L. F, Wölfling, J., Frank, É., Schneider, Gy., Acta Cryst. 1996, C52, 2258.
18. Bes, M. T., Wölfling, J., Usón, I., Pelikán, Sz., Tietze, L. F., Frank, É., Schneider, Gy., Acta Cryst., in press.
19. 3): δ = 12.5 (C-18), 26.4, 27.8, 28.3, 30.0 (C-6), 36.1 (C-16a), 36.8, 37.5, 38.6, 42.5 (C-13), 44.6 (C-9), 51.9, 55.4 and 55.9 (3-OMe and 4′-OMe), 69.7 (C-17), 111.6 (C-2), 113.0, 115.7 and 117.4 : C-3′, C-5′ and C-6′, 114.0 (C-4), 125.4 (C-2′), 126.4 (C-1), 132.9 (C-10), 138.2 (C-5), 140.6 (C-1′), 152.6 (C-4′), 157.6 (C-3). The compounds show correct elemental analysis.