Three-component one-pot synthesis of functionalised (Z)-4-benzylidene (and alkenylidene) pyrrolidines

Tetrahedron Letters

Volumn 43, Issue 51, 2002, Pages 9311-9314

  Azoulay, Stéphane ^a   Monteiro, Nuno ^a   Balme, Geneviève ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

Carbocyclisation; Multicomponent reactions; Palladium catalysis; Pyrrolidines

Indexed keywords

ALKENE; AMINE; HALIDE; PROPARGYLAMINE; PYRROLIDINE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ADDITION REACTION; ARTICLE; BIOAVAILABILITY; CONJUGATION; GAS CHROMATOGRAPHY;

EID: 0037121609     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02383-3     Document Type: Article

References (18)

1. For reviews, see: Bienaymé, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem. Eur. J. 2000, 6, 3321-3329; Dömling, A.; Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210; Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374; Dax, S. L.; McNally, J. J.; Youngman, M. A. Curr. Med. Chem. 1999, 6, 255-270; Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
2. For reviews, see: Bienaymé, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem. Eur. J. 2000, 6, 3321-3329; Dömling, A.; Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210; Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374; Dax, S. L.; McNally, J. J.; Youngman, M. A. Curr. Med. Chem. 1999, 6, 255-270; Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
3. For reviews, see: Bienaymé, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem. Eur. J. 2000, 6, 3321-3329; Dömling, A.; Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210; Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374; Dax, S. L.; McNally, J. J.; Youngman, M. A. Curr. Med. Chem. 1999, 6, 255-270; Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
4. For reviews, see: Bienaymé, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem. Eur. J. 2000, 6, 3321-3329; Dömling, A.; Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210; Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374; Dax, S. L.; McNally, J. J.; Youngman, M. A. Curr. Med. Chem. 1999, 6, 255-270; Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
5. For reviews, see: Bienaymé, H.; Hulme, C.; Oddon, G.; Schmitt, P. Chem. Eur. J. 2000, 6, 3321-3329; Dömling, A.; Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210; Weber, L.; Illgen, K.; Almstetter, M. Synlett 1999, 366-374; Dax, S. L.; McNally, J. J.; Youngman, M. A. Curr. Med. Chem. 1999, 6, 255-270; Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
6. Bottex M., Cavicchioli M., Hartmann B., Monteiro N., Balme G. J. Org. Chem. 66:2001;175-179.
7. Garçon S., Cavicchioli M., Vassiliou S., Hartmann B., Monteiro N., Balme G. J. Org. Chem. 66:2001;4069-4073.
8. O'Hagan D. Nat. Prod. Rev. 17:2000;435-446. and previous annual reports.
9. Massiot G., Delaude C. Brossi A., The Alkaloids. 1986;27 Academic Press, New York.
10. Numuta A., Ibuka T. Brossi A., The Alkaloids. 1987;31 Academic Press, New York.
11. Eames J., Watkinson M. Eur. J. Org. Chem. 2001;1213-1224.
12. Thompson L.A. Curr. Opin. Chem. Biol. 2000;324-337.
13. Hodges J.C. Synlett. 2000;152-158.
14. Clique B., Monteiro N., Balme G. Tetrahedron Lett. 40:1999;1301-1304.
15. 4; C, 72.31; H, 6.34; N, 3.84. Found C, 72.16; H, 6.38; N, 3.84%.
16. Clique B., Vassiliou S., Monteiro N., Balme G. Eur. J. Org. Chem. 2002;1493-1499.
17. Woods M., Monteiro N., Balme G. Eur. J. Org. Chem. 2000;1711-1718.
18. +) 653.2863; found 653.2861.