Rearrangement of Isoxazoline-5-spiro Derivatives. 2. Synthesis and Rearrangement of Tetrahydroisoxazole-5-spirocyclopropanes. Preparation of Precursors of Quinolizine, Isoquinoline, and Indole Alkaloids

Journal of Organic Chemistry

Volumn 53, Issue 11, 1988, Pages 2430-2434

  Brandi, Alberto ^a   Garro, Sandro ^a   Guarna, Antonio ^a   De Sarlo, Francesco ^a   Cordero, Franca ^a   Goti, Andrea ^b  

^a UNIVERSITY OF FLORENCE   (Italy)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; ISOQUINOLINE DERIVATIVE; QUINOLIZINE DERIVATIVE;

DRUG SYNTHESIS; MASS SPECTROMETRY; METHODOLOGY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE;

EID: 0023893515     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00246a008     Document Type: Article

References (25)

1. Brandi, A.; Guarna, A.; Goti, A.; De Sarlo, F. Tetrahedron Lett. 1986, 27, 1727.
2. Dudek, G. O.; Volpp, G. P. J. Am. Chem. Soc. 1963, 85, 2697.
3. Iida, H.; Tanaka, M.; Kibayashi, C. J. Org. Chem. 1984, 49, 1909.
4. Quick, J.; Meltz, C.; Ramachandra, R. Org. Prep. Proc. Int. 1979, 11, 111.
5. Quick, J.; Meltz, C.; Ramachandra, R. Chem. Abstr. 1979, 91, 193134.
6. Arora, S.; Binger, P. Synthesis 1974, 801.
7. Tarhouni, R.; Kirschleger, B.; Rambaud, M.; Villieras, J. Tetrahedron Lett. 1984, 25, 835.
8. Tufariello, J. J.; Puglis, J. M. Tetrahedron Lett. 1986, 27, 1439.
9. Narasaka, K.; Yamasaki, S.; Ukaji, Y. Chem. Lett. 1985, 1177.
10. Kametani, T.; Kajiwara, M.; Takahashi, T.; Fukumoto, K. Heterocycles 1975, 3,179.
11. Kametani, T.; Hirai, Y.; Kajiwara, M.; Takahashi, T.; Fukumoto, K. Chem. Pharm. Bull. Jpn. 1975, 23, 2634.
12. Groves, L. H.; Swan, G. A. J. Chem. Soc. 1952, 650.
13. Kline, G. B. J. Am. Chem. Soc. 1959, 81, 2251.
14. Blasko, G.; Honty, K.; Novak, L.; Szantay, C. Acta Chim. Hung. 1979, 99, 35.
15. Vacca, J. P. Tetrahedron Lett. 1985, 26, 1277.
16. Mitsui, H.; Zenki, S.; Shiota, T.; Murahashi, S. J. Chem. Soc., Chem. Commun. 1984, 874.
17. Popp, F. D.; Watts, R. F. J. Pharm. Sci. 1978, 67, 871.
18. Caroon, J. M.; Clark, R. D.; Kluge, A. F.; Lee, C. H.; Strosberg, A. M. J. Med. Chem. 1983, 26, 1426.
19. Shindo, H.; Umezawa, B. Chem. Pharm. Bull. Jpn. 1962, 10, 492.
20. Bonnet, R.; Brown, R. F. C.; Clark, V. M.; Sutherland, I. O.; Todd, A. J. Chem. Soc. 1959, 2094.
21. Thesing, J.; Mayer, H. Liebigs Ann. Chem. 1957, 609, 46.
22. Ho, B. T.; Wallker, K. E. Org. Synth. 1971, 51, 309.
23. Kano, S.; Yokomatsu, T.; Yuasa, Y.; Shibuya, S. Heterocycles 1982, 19, 2143.
24. Golfbiewski, W. M. Org. Mass Spectrom. 1982, 17, 601.
25. Szantay, C.; Blasko, G.; Honty, K.; Baitz-Gacs, E.; Toke, L. Liebigs Ann. Chem. 1983, 1269.