Diels-Alder reaction of heterocyclic imine dienophiles

Journal of Organic Chemistry

Volumn 65, Issue 9, 2000, Pages 2810-2812

  Hedberg, Christian ^a   Pinho, Pedro ^a   Roth, Peter ^a   Andersson, Pher G ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; EPIBATIDINE; HETEROCYCLIC COMPOUND; IMINE;

ARTICLE; CHEMICAL REACTION KINETICS; CHIRALITY; ORGANIC CHEMISTRY; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0034607924     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9916683     Document Type: Article

References (29)

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18. (a) Structure assignment of epibatidine: Broka, C. Med. Chem. Res. 1994, 4, 449. (b) First synthesis of racemic epibatidine: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. (c) As an example of a asymmetric synthesis of the alkaloid and for a general overview of its synthesis, see: Aoyagi, S.; Tanaka, R.; Naruse, M.; Kibayashi, C. J. Org. Chem. 1998, 63, 8397 and references therein. (d) For a recent synthesis of epibatidine, see: Hall, A.; Bailey, P. D.; Rees, D. C.; Wightman, R. H. Chem. Commun. 1998, 2251. (e) Palmgren, A.; Larsson, A.; Bäckvall, J. E.; Halquist, P. J. Org. Chem. 1999, 64, 836.
19. (a) Structure assignment of epibatidine: Broka, C. Med. Chem. Res. 1994, 4, 449. (b) First synthesis of racemic epibatidine: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. (c) As an example of a asymmetric synthesis of the alkaloid and for a general overview of its synthesis, see: Aoyagi, S.; Tanaka, R.; Naruse, M.; Kibayashi, C. J. Org. Chem. 1998, 63, 8397 and references therein. (d) For a recent synthesis of epibatidine, see: Hall, A.; Bailey, P. D.; Rees, D. C.; Wightman, R. H. Chem. Commun. 1998, 2251. (e) Palmgren, A.; Larsson, A.; Bäckvall, J. E.; Halquist, P. J. Org. Chem. 1999, 64, 836.
20. (a) Structure assignment of epibatidine: Broka, C. Med. Chem. Res. 1994, 4, 449. (b) First synthesis of racemic epibatidine: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. (c) As an example of a asymmetric synthesis of the alkaloid and for a general overview of its synthesis, see: Aoyagi, S.; Tanaka, R.; Naruse, M.; Kibayashi, C. J. Org. Chem. 1998, 63, 8397 and references therein. (d) For a recent synthesis of epibatidine, see: Hall, A.; Bailey, P. D.; Rees, D. C.; Wightman, R. H. Chem. Commun. 1998, 2251. (e) Palmgren, A.; Larsson, A.; Bäckvall, J. E.; Halquist, P. J. Org. Chem. 1999, 64, 836.
21. (a) Structure assignment of epibatidine: Broka, C. Med. Chem. Res. 1994, 4, 449. (b) First synthesis of racemic epibatidine: Broka, C. A. Tetrahedron Lett. 1993, 34, 3251. (c) As an example of a asymmetric synthesis of the alkaloid and for a general overview of its synthesis, see: Aoyagi, S.; Tanaka, R.; Naruse, M.; Kibayashi, C. J. Org. Chem. 1998, 63, 8397 and references therein. (d) For a recent synthesis of epibatidine, see: Hall, A.; Bailey, P. D.; Rees, D. C.; Wightman, R. H. Chem. Commun. 1998, 2251. (e) Palmgren, A.; Larsson, A.; Bäckvall, J. E.; Halquist, P. J. Org. Chem. 1999, 64, 836.
22. See, for example: (a) Malpass, J. R.; Hemmings, D. A.; Wallis, A. L. Tetrahedron Lett. 1996, 37, 3911. (b) Zhang, C.; Gyermek, L.; Trudell, M. L. Tetrahedron Lett. 1997, 38, 5619. (c) Hodgson, D. M.; Maxwell, I. R. Synlett 1998, 1349. (d) Malpass, J. R.; Cox, C. D. Tetrahedron Lett. 1999, 40, 1419.
23. See, for example: (a) Malpass, J. R.; Hemmings, D. A.; Wallis, A. L. Tetrahedron Lett. 1996, 37, 3911. (b) Zhang, C.; Gyermek, L.; Trudell, M. L. Tetrahedron Lett. 1997, 38, 5619. (c) Hodgson, D. M.; Maxwell, I. R. Synlett 1998, 1349. (d) Malpass, J. R.; Cox, C. D. Tetrahedron Lett. 1999, 40, 1419.
24. See, for example: (a) Malpass, J. R.; Hemmings, D. A.; Wallis, A. L. Tetrahedron Lett. 1996, 37, 3911. (b) Zhang, C.; Gyermek, L.; Trudell, M. L. Tetrahedron Lett. 1997, 38, 5619. (c) Hodgson, D. M.; Maxwell, I. R. Synlett 1998, 1349. (d) Malpass, J. R.; Cox, C. D. Tetrahedron Lett. 1999, 40, 1419.
25. See, for example: (a) Malpass, J. R.; Hemmings, D. A.; Wallis, A. L. Tetrahedron Lett. 1996, 37, 3911. (b) Zhang, C.; Gyermek, L.; Trudell, M. L. Tetrahedron Lett. 1997, 38, 5619. (c) Hodgson, D. M.; Maxwell, I. R. Synlett 1998, 1349. (d) Malpass, J. R.; Cox, C. D. Tetrahedron Lett. 1999, 40, 1419.
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