Efficient cyclotrimerization of bicyclic vic-bromostannylalkenes promoted by copper(I) thiophen-2-carboxylate

Journal of Organic Chemistry

Volumn 67, Issue 22, 2002, Pages 7894-7897

  Borsato, Giuseppe ^a   De Lucchi, Ottorino ^a   Fabris, Fabrizio ^a   Groppo, Luca ^a   Lucchini, Vittorio ^a   Zambon, Alfonso ^a  

^a CA' FOSCARI UNIVERSITY OF VENICE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOTRIMERIZATION;

BENZENE; COPPER;

OLEFINS;

(3 BROMO 4,7,7 TRIMETHYLBICYCLO[2.2.1]HEPT 2 EN 2 YL)TRIMETHYLSTANNANE; ALKENE; BICYCLO COMPOUND; BROMINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; COPPER DERIVATIVE; NORBORNENE DERIVATIVE; THIOPHENE DERIVATIVE; TRIMETHYLTIN; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0036828224     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020396s     Document Type: Article

References (19)

1. (a) Durr, R.; De Lucchi, O.; Cossu, S.; Lucchini, V. J. Chem. Soc., Chem. Commun. 1996, 2447.
2. (b) Cossu, S.; De Lucchi, O.; Lucchini, V.; Valle, G.; Balci, M.; Dastan, A.; Demirci, B. Tetrahedron Lett. 1997, 38, 5319.
3. (c) Durr, R.; Cossu, S.; Lucchini, V.; De Lucchi, O. Angew. Chem., Int. Ed. 1998, 36, 22805.
4. (d) Zonta, C.; Cossu, S.; Peluso, P.; De Lucchi, O. Tetrahedron Lett. 1999, 40, 8185.
5. (e) Fabris, F.; De Martin, A.; De Lucchi, O. Tetrahedron Lett. 1999, 40, 9121.
6. (f) Paulon, A.; Cossu, S.; De Lucchi, O.; Zonta, C. Chem. Commun. 2000, 1837.
7. (g) Zonta, C.; Cossu, S.; De Lucchi, O. Eur. J. Org. Chem. 2000, 1965.
8. (h) Zambrini, L.; Fabris, F.; De Lucchi, O.; Gardenal, G.; Visentin, F.; Canovese, L. Tetrahedron 2001, 57, 8719.
9. Balo, C.; Fernandez, F.; Lens, E.; Lopez, C. Chem. Pharm. Bull. 1998, 46, 687.
10. Russell, G. A.; Schmitt, K. D.; Mattox, J. J. Am. Chem. Soc. 1975, 97, 1882.
11. Boyd, D. R.; Sharma, N. D.; Agarwal, R.; Resnik, R. M.; Schocken, M. J.; Gibson, D. T.; Sayer, J. M.; Yagi, H.; Jerina, D. M. J. Chem. Soc., Perkin Trans. 1 1997, 1715.
12. Ghosal, S.; Luke, G. P.; Kyler, K. S. J. Org. Chem. 1987, 52, 4296. Beddoes, R. L.; Cheeseright, T.; Wang, J.; Quayle, P. Tetrahedron Lett. 1995, 36, 283.
13. Ghosal, S.; Luke, G. P.; Kyler, K. S. J. Org. Chem. 1987, 52, 4296. Beddoes, R. L.; Cheeseright, T.; Wang, J.; Quayle, P. Tetrahedron Lett. 1995, 36, 283.
14. (a) Allred, G. D.; Liebeskind, L. S.; Sanford, S. J. Am. Chem. Soc. 1996, 118, 2748.
15. (b) Zhang, S.; Zhang, D.; Liebeskind, L. S. J. Org. Chem. 1997, 62, 2312.
16. (c) Paterson, I.; Man, J. Tetrahedron Lett. 1997, 38, 695.
17. Okawara, R.; Ohara, M. In Organotin Compounds; Sawyer, A. K., Ed.; M. Dekker: New York, 1971; Vol. 2, p 253. Clark, H. C.; O'Brien, R. J.; Pickard, A. L. J. Organomet. Chem. 1965, 4, 43. Yasuda, K.; Okawara, R. J. Organomet. Chem. 1965, 3, 76.
18. Okawara, R.; Ohara, M. In Organotin Compounds; Sawyer, A. K., Ed.; M. Dekker: New York, 1971; Vol. 2, p 253. Clark, H. C.; O'Brien, R. J.; Pickard, A. L. J. Organomet. Chem. 1965, 4, 43. Yasuda, K.; Okawara, R. J. Organomet. Chem. 1965, 3, 76.
19. Okawara, R.; Ohara, M. In Organotin Compounds; Sawyer, A. K., Ed.; M. Dekker: New York, 1971; Vol. 2, p 253. Clark, H. C.; O'Brien, R. J.; Pickard, A. L. J. Organomet. Chem. 1965, 4, 43. Yasuda, K.; Okawara, R. J. Organomet. Chem. 1965, 3, 76.