Use of allylic boranes in organic syntheses. Synthesis of an analog of the alkaloid flustrabromine

Russian Chemical Bulletin

Volumn 53, Issue 10, 2004, Pages 2221-2223

  Zhun, I V ^a   Ignatenko, A V ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Alkaloids; Allylboranes; Flustrabromine; Heterocycles; Indole derivatives; Indolines; Triprenylborane

Indexed keywords

ALKALOID DERIVATIVE; BORANE DERIVATIVE; BROMINE DERIVATIVE; FLUSTRABROMINE; INDOLE DERIVATIVE; TRIPRENYLBORANE; UNCLASSIFIED DRUG;

ARTICLE; ATOM; PRENYLATION; SYNTHESIS;

EID: 21644442869     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11172-005-0103-0     Document Type: Article

References (38)

1. Yu. N. Bubnov, E. A. Shagova, S. V. Evchenko, A. V. Ignatenko, and I. D. Gridnev, Izv. Akad. Nauk SSSR, Ser. Khim., 1991, 2644
2. [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1991, 40, 2315 (Engl. Transl.)].
3. Yu. N. Bubnov, Pure Appl. Chem., 1994, 66, 235;
4. Yu. N. Bubnov, Izv. Akad. Nauk, Ser. Khim., 1995, 1203
5. [Russ. Chem. Bull., 1995, 44, 1156 (Engl. Transl.)];
6. Yu. N. Bubnov, in Advances in Boron Chemistry, Ed. W. Siebert, The Royal Society of Chemistry, 1997, p. 123;
7. Yu. N. Bubnov, E. V. Klimkina, I. V. Zhun, F. V. Pastukhov, and I. V. Yampolski, in Contemporary Boron Chemistry, Eds. M. Davidson, A. K. Hughes, T. B. Marder, and K. Wade, The Royal Society of Chemistry, Thomas Graham House, Cambridge, 2000, p. 446.
8. Yu. N. Bubnov, E. A. Shagova, S. V. Evchenko, and A. V. Ignatenko, Izv. Akad. Nauk SSSR, Ser. Khim., 1994, 693
9. [Russ. Chem. Bull., 1994, 43, 645 (Engl. Transl.)];
10. Yu. N. Bubnov, E. V. Klimkina, A. V. Ignatenko, and I. D. Gridnev, Tetrahedron Lett., 1996, 37, 1317;
11. Yu. N. Bubnov, E. V. Klimkina, A. V. Ignatenko, and I. D. Gridnev, Tetrahedron Lett., 1997, 38, 4631.
12. Yu. N. Bubnov, E. E. Demina, A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1997, 627
13. [Russ. Chem. Bull., 1997, 46, 606 (Engl. Transl.)];
14. Yu. N. Bubnov, E. E. Demina, M. O. Dekaprilevich, and Yu. T. Struchkov, Izv. Akad. Nauk, Ser. Khim., 1997, 1413
15. [Russ. Chem. Bull., 1997, 46, 1356 (Engl. Transl.)].
16. Yu. N. Bubnov, E. V. Klimkina, L. I. Lavrinovich, A. Yu. Zykov, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1999, 1718
17. [Russ. Chem. Bull., 1997, 48, 1696 (Engl. Transl.)];
18. Yu. N. Bubnov, A. Yu. Zykov, L. I. Lavrinovich, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1993, 1329
19. [Russ. Chem. Bull., 1993, 42, 1271 (Engl. Transl.)].
20. Yu. N. Bubnov, L. I. Lavrinovich, A. Yu. Zykov, E. V. Klimkina, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1993, 1327
21. [Russ. Chem. Bull., 1993, 42, 1269 (Engl. Transl.)].
22. Yu. N. Bubnov, M. E. Gurskii, and T. V. Potapova, Izv. Akad. Nauk, Ser. Khim., 1996, 2807
23. [Russ. Chem. Bull., 1996, 45, 2665 (Engl. Transl.)].
24. Yu. N. Bubnov, S. V. Evchenko, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1992, 2815
25. [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1992, 41, 2239 (Engl. Transl.)].
26. Yu. N. Bubnov, S. V. Evchenko, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1993, 1325
27. [Russ. Chem. Bull., 1993, 42, 1268 (Engl. Transl.)];
28. Yu. N. Bubnov, E. V. Klimkina, and A. V. Ignatenko, Izv. Akad. Nauk, Ser. Khim., 1998, 1206
29. [Russ. Chem. Bull., 1998, 47, 1175 (Engl. Transl.)].
30. Yu. N. Bubnov, I. V. Zhun, E. V. Klimkina, A. V. Ignatenko, and Z. A. Starikova, Eur. J. Org. Chem., 2000, 3323.
31. P. Wulf, J. S. Carle, and C. Christophersen, J. Chem. Soc. Perkin Trans. 1, 1981, 2895;
32. C. Christophersen, Acta Chem. Scand., 1981, B39, 517.
33. A. Alemany, E. Fernandez Alvarez, O. Nieto Lopez, and M. E. Rubio Herraez, Bull. Soc. Chim. Fr., 1974, 12, 2883.
34. A. P. Terent'ev, M. N. Preobrazhenskaya, A. S. Bobkov, and G. M. Sorokina, Zh. Org. Khim., 1959, 29, 2541
35. [J. Gen. Chem. USSR, 1959, 29 (Engl. Transl.)].
36. J. M. Schkeryants, J. C. G. Woo, P. P. Siliphaivanh, K. M. Depew, and S. J. Danishefsky, J. Am. Chem. Soc., 1999, 121, 11964.
37. B. M. Mikhailov, V. N. Smirnov, and O. D. Ryazanova, Dokl. Akad. Nauk, 1972, 204, 612
38. [Dokl. Chem., 1972, 204 (Engl. Transl.)].