2-Aza [2,2,1] bicyclo heptane derivatives: Ring expansion, fragmentation and synthesis of a potential TxA2 antagonist

Journal of Chemical Research - Part S

Volumn , Issue 2, 2000, Pages 60-61

  Perrin, Véronique ^a   Riveron, Véronique ^a   Balme, Geneviève ^a   Gore, Jacques ^a  

^a CPE LYON   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 AZABICYCLO{2.2.1]HEPTANE DERIVATIVE; BICYCLO COMPOUND; HEPTANE; THROMBOXANE A2 RECEPTOR BLOCKING AGENT; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DERIVATIZATION; DRUG SYNTHESIS; HALOGENATION; HYDROGENATION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0034117131     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (16)

1. V. Perrin, V. Riveron, C. Traversa, G. Balme and J. Gore. J Chem. Res. 1998, (S) 736, (M) 3121.
2. Review : S.E. Hall, Med. Res. Rev, 1991, 11, 503.
3. S.D. Larsen and P.A. Grieco, J. Am Chem. Soc. 1985, 107, 1768.
4. For related cases of ring rearrangement with the participation of an aziridinium intermediate, see: (a) R.C. Fuson and C.L. Zirkle, J. Am. Client. Soc., 1948, 70, 2760.
5. (b) A. Streitwieser Jr, Chem. Rev., 1956, 96, 571.
6. G. Büchi, D.L. Coffen K, Kocsis, P.E. Sonnet and F.E. Ziegler, J. Am. Chem. Soc., 1966, 88, 3099,
7. H.H. Wassermann, W.T. Han, J.M. Schaus and J.W. Faller, Tetrahedron Lett. 1984, 25, 3111.
8. (e) L. Poitout, Y. Le Merrer and J.C. Depezay, Tetrahedron Lett. 1996,37, 1609 and 1613.
9. A.S. Mancuso, S.L. Huang, D. Swern, J. Orgf. Chem. 1978, 43, 2480.
10. C. Kowalski, M. Haque, and K.W. Fields, J. Am. Chem. Soc. 1985, 107, 1429.
11. J.J. Chilot, A. Doutheau and J. Gore, Bull. Soc. Chim. Fr. 1984;307.
12. J.C. Stowell, J. Org. Chem. 1970, 25, 244.
13. M. Schlosser and B. Schaub, Chimia 1982, 36, 396.
14. For a related fragmentation, see M.D. Gaul, K.W. Fowler and P.A. Grieco, Tetrahedron Lett. 1993, 3-1.
15. E.H. Boussairi, J. Sacquet, J. Sassard and D. Benzoni, Am. J. Physiol. 1994,267, R1190.
16. C. Lardy, C. Rousselot, G. Chavernac, J.C. Depin and D. Guerrier, Arnzeim - Forsch. Drug Res. 1994, 4, 1196.