Ionic liquid promoted aza-Diels-Alder reaction of Danishefsky's diene with imines

Synlett

Volumn , Issue 9, 2005, Pages 1409-1412

  Pégot, Bruce ^a   Vo Thanh, Giang ^a  

^a CNRS   (France)

Author keywords

Aza Diels Alder reaction; Danishefsky's diene; Green chemistry; Imines; Ionic liquids

Indexed keywords

ALKADIENE; HETEROCYCLIC COMPOUND; IMINE; ORGANIC SOLVENT; PYRIDONE DERIVATIVE;

ARTICLE; CATALYST; DECOMPOSITION; DIELS ALDER REACTION; QUANTUM YIELD; REACTION ANALYSIS; REACTION TIME; ROOM TEMPERATURE;

EID: 20544446205     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-869837     Document Type: Article

References (22)

1. Weinreb, S. M. Hetero Dienophile Additions to Dienes, In Comprehensive Organic Synthesis, Vol. 5; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991, 401.
2. (a) Carruthers, W. Cycloaddition Reactions in Organic Synthesis; Pergamon: Oxford, 1990.
3. (b) Oppolzer, W. In Comprehensive Organic Synthesis, Vol. 5; Paquette, L. A., Ed.; Pergamon: Oxford, 1991, 315.
4. (c) Waldmann, H. Synthesis 1994, 535.
5. Hattori, K.; Yamamoto, H. Synlett 1993, 129.
6. Kervin, J. F. Jr.; Danishefsky, S. Tetrahedron Lett. 1982, 23, 3739.
7. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
8. Akiyama, T.; Takaya, J.; Kagoshima, H. Tetrahedron Lett. 1999, 40, 7831.
9. (a) Welton, T. Chem. Rev. 1999, 2071.
10. (b) Wasserscheid, P.; Keim, W. Angew. Chem. Int. Ed. 2000, 39, 3772.
11. (c) Hagiwara, R.; Ito, Y. J. Fluorine Chem. 2000, 105, 221.
12. (d) Sheldon, R. Chem. Commun. 2001, 2399.
13. (e) Wasserscheid, P.; Welton, T. Ionic Liquids in Synthesis; Wiley-VCH: Weinheim, 2002.
14. (f) Rogers, R. D.; Seddon, K. R. Ionic Liquids Industrial Applications to Green Chemistry, ACS Symposium Series 818; American Chemical Society: Washington DC, 2001.
15. Pégot, B.; Vo-Thanh, G.; Gori, D.; Loupy, A. Tetrahedron Lett. 2004, 45, 6425.
16. Vo-Thanh, G.; Pégot, B.; Loupy, A. Eur. J. Org. Chem. 2004, 5, 1112.
17. Zulfiqar, F.; Kitazume, T. Green Chem. 2000, 2, 137.
18. Loncaric, C.; Manabe, K.; Kobayashi, S. Chem. Commun. 2003, 574.
19. Yuan, Y.; Li, X.; Ding, K. Org. Lett. 2002, 4, 3309.
20. Vo-Thanh, G.; Lahrache, H.; Loupy, A.; Kim, I.-J.; Chang, D.-H.; Jun, C.-H. Tetrahedron 2004, 60, 5539.
21. Swatloski, R. P.; Holbrey, J. D.; Roger, R. D. Green Chem. 2003, 5.
22. 13C) were identical to the initial ionic liquid sample.