Catalytic imino-Diels-Alder reactions of 2-aminodienes: A simple entry into structurally diverse pipecolic acid derivatives

Tetrahedron Letters

Volumn 43, Issue 45, 2002, Pages 8159-8163

  Barluenga, José ^a   Fernández, M Alejandro ^a   Aznar, Fernando ^a   Valdés, Carlos ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINODIENE; ALKADIENE; LEWIS ACID; PIPECOLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL PARAMETERS; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CYCLOADDITION; IMINO DIELS ALDER REACTION; STEREOCHEMISTRY;

BETULACEAE;

EID: 0037020587     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01892-0     Document Type: Article

References (17)

1. For recent reviews of the imino-Diels-Alder reaction, see: (a) Tietze, L. F.; Kettschau, G. Top. Curr. Chem. 1997, 189, 1; (b) Buonora, P.; Olsen, J.-C. Oh, T. Tetrahedron, 2001, 57, 6099.
2. For recent reviews of the imino-Diels-Alder reaction, see: (a) Tietze, L. F.; Kettschau, G. Top. Curr. Chem. 1997, 189, 1; (b) Buonora, P.; Olsen, J.-C. Oh, T. Tetrahedron, 2001, 57, 6099.
3. For a recent review covering the asymmetric imino-Diels-Alder reaction, see: Jørgensen K.A. Angew. Chem., Int. Ed. 39:2000;3559.
4. Kobayashi S., Komiyama S., Ishitani H. Angew. Chem., Int. Ed. 37:1998;979.
5. Bromidge S., Wilson P.C., Whiting H. Tetrahedron Lett. 39:1998;8905.
6. Jorgensen K.A., Hazell R.G., Johansen M., Yao S. Angew. Chem., Int. Ed. 37:1998;3121.
7. Jorgensen K.A., Hazell R.G., Audrain H., Johansen M., Yao S. J. Am. Chem. Soc. 120:1998;8599.
8. Kobayashi S., Kusakabe K.-I., Komiyama S., Ishitani H. J. Org. Chem. 64:1999;4220.
9. Jorgensen K.A., Hazell R.G., Saaby S., Yao S. Chem. Eur. J. 6:2000;2435.
10. Le Coz L., Veyrat-Martin C., Wartsky L., Seyden-Penne J., Bois C., Philoche-Levisalles M. J. Org. Chem. 55:1990;4870.
11. Bailey P.D., Smith P.D., Morgan K.M., Rosair G.M. Tetrahedron Lett. 43:2002;1071.
12. Barluenga J., Aznar F., Valdés C., Cabal M.P. J. Org. Chem. 58:1993;3391.
13. Barluenga J., Aznar F., Valdés C., Martín A., García-Granda S., Martín E. J. Am. Chem. Soc. 115:1993;4403.
14. Barluenga J., Aznar F., Ribas C., Valdés C., Fernández M., Cabal M.P., Trujillo J. Chem. Eur. J. 2:1996;805.
15. Barluenga J., Aznar F., Valdés C., Ribas C. J. Org. Chem. 63:1998;3918.
16. Ferraris D., Young B., Dudding T., Lectka T. J. Am. Chem. Soc. 120:1998;4548.
17. Kobayashi S., Ishitani H. Chem. Rev. 99:1999;1069. and references cited therein.