Synthesis of (±)-pseudoheliotridane by allylboration of 1-pyrroline

Russian Chemical Bulletin

Volumn 47, Issue 7, 1998, Pages 1410-1412

  Gurskii, M E ^a   Potapova, T V ^a   Bubnov, Yu N ^a,b  

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

^b A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

Author keywords

1 pyrroline; Allylboration, stereochemistry, tricrotylborane; Pyrrolizidine alkaloids, ( ) pseudoheliotridane

Indexed keywords

EID: 0000281783     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02495581     Document Type: Article

References (19)

1. J. T. Wrobel, in The Alkaloids: Chemistry and Pharmacology, Ed. A. Brossi, Academic Press, New York, 1985, Vol. 26, Chapt. 7, P. 327.
2. D. J. Robins, Fortschr. Chem. Org. Naturst., 1982, 41, 115.
3. M. Ikeda, T. Sato, and H. Ishibashi, Heterocycles, 1988, 27, 1465.
4. W. M. Dai, Y. Nagao, and E. Fujita, Heterocycles, 1990, 30, 1231.
5. Yu. N. Bubnov, Izv. Akad. Nauk, Ser. Khim., 1995, 1203 [Russ. Chem. Bull., 1995, 44, 1156 (Engl. Transl.)].
6. Yu. N. Bubnov, Izv. Akad. Nauk, Ser. Khim., 1995, 1203 [Russ. Chem. Bull., 1995, 44, 1156 (Engl. Transl.)].
7. Yu. N. Bubnov, A. Yu. Zykov, A. V. Ignatenko, A. G. Mihailovskii, Yu. V. Shklyaev, and V. S. Shklyaev, Izv. Akad. Nauk, Ser. Khim., 1996, 935 [Russ. Chem. Bull., 1996, 45, 890 (Engl. Transl.)].
8. Yu. N. Bubnov, A. Yu. Zykov, A. V. Ignatenko, A. G. Mihailovskii, Yu. V. Shklyaev, and V. S. Shklyaev, Izv. Akad. Nauk, Ser. Khim., 1996, 935 [Russ. Chem. Bull., 1996, 45, 890 (Engl. Transl.)].
9. Yu. N. Bubnov, M. E. Gurskii, and T. V. Potapova, Izv. Akad. Nauk, Ser. Khim., 1996, 2807 [Russ. Chem. Bull., 1996, 45, 2665 (Engl. Transl.)].
10. Yu. N. Bubnov, M. E. Gurskii, and T. V. Potapova, Izv. Akad. Nauk, Ser. Khim., 1996, 2807 [Russ. Chem. Bull., 1996, 45, 2665 (Engl. Transl.)].
11. G. P. Menshikov and G. M. Borodina, Zh. Obshch. Khim., 1945, 15, 225 [J. Gen. Chem. USSR, 1945, 15 (Engl. Transl.)].
12. G. P. Menshikov and G. M. Borodina, Zh. Obshch. Khim., 1945, 15, 225 [J. Gen. Chem. USSR, 1945, 15 (Engl. Transl.)].
13. V. S. Bogdanov, V. F. Pozdnev, Yu. N. Bubnov, and B. M. Mikhailov, Dokl. Akad. Nauk SSSR, 1970, 193, 586 [Dokl. Chem., 1970 (Engl. Transl.)].
14. V. S. Bogdanov, V. F. Pozdnev, Yu. N. Bubnov, and B. M. Mikhailov, Dokl. Akad. Nauk SSSR, 1970, 193, 586 [Dokl. Chem., 1970 (Engl. Transl.)].
15. B. M. Mikhailov and Yu. N. Bubnov, Bororganicheskie soedineniya v organicheskom sinteze [Organoboron Compounds in Organic Synthesis], Nauka, Moscow, 1977, 180 (in Russian).
16. N. J. Leonard and D. L. Felley, J. Am. Chem. Soc., 1950, 72, 2537.
17. M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 1985, 41, 5469.
18. Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207.
19. M. Ochiai, M. Inenaga, Y. Nagao, R. M. Moriarty, R. K. Vaid, and M. P. Duncan, Tetrahedron Lett., 1988, 29, 6917.