A unified approach to quinolizinium cations and related systems by ring-closing metathesis

Organic Letters

Volumn 6, Issue 22, 2004, Pages 4125-4127

  Núñez, Ana ^a   Cuadro, Ana M ^a   Alvarez Builla, Julio ^a   Vaquero, Juan J ^a  

^a UNIVERSITY OF ALCALÁ   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

QUINOLIZINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; RING CLOSING METATHESIS;

EID: 8744242252     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048177b     Document Type: Article

References (40)

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28. For representative examples, see inter alia: (a) Theeraladanon, C.; Arisawa, M.; Nishida, A.; Nakagawa, M. Tetrahedron 2004, 60, 3017. (b) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (c) Gonzalez-Pérez, P.; Pérez-Serrano, L.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. Tetrahedron Lett. 2002, 43, 4765. (d) Arisawa, M.; Theeraladanon, C.; Nishida, A.; Nakagawa, M. Tetrahedron Lett. 2001, 42, 8029. (e) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446.
29. For representative examples, see inter alia: (a) Theeraladanon, C.; Arisawa, M.; Nishida, A.; Nakagawa, M. Tetrahedron 2004, 60, 3017. (b) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (c) Gonzalez-Pérez, P.; Pérez-Serrano, L.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. Tetrahedron Lett. 2002, 43, 4765. (d) Arisawa, M.; Theeraladanon, C.; Nishida, A.; Nakagawa, M. Tetrahedron Lett. 2001, 42, 8029. (e) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446.
30. For representative examples, see inter alia: (a) Theeraladanon, C.; Arisawa, M.; Nishida, A.; Nakagawa, M. Tetrahedron 2004, 60, 3017. (b) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (c) Gonzalez-Pérez, P.; Pérez-Serrano, L.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. Tetrahedron Lett. 2002, 43, 4765. (d) Arisawa, M.; Theeraladanon, C.; Nishida, A.; Nakagawa, M. Tetrahedron Lett. 2001, 42, 8029. (e) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446.
31. For representative examples, see inter alia: (a) Theeraladanon, C.; Arisawa, M.; Nishida, A.; Nakagawa, M. Tetrahedron 2004, 60, 3017. (b) Lee, H. K.; Chun, J. S.; Pak, C. S. J. Org. Chem. 2003, 68, 2471. (c) Gonzalez-Pérez, P.; Pérez-Serrano, L.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. Tetrahedron Lett. 2002, 43, 4765. (d) Arisawa, M.; Theeraladanon, C.; Nishida, A.; Nakagawa, M. Tetrahedron Lett. 2001, 42, 8029. (e) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446.
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33. Compounds 11 were commercially available (2-vinyl pyridine) or synthesized following previously described procedures: (a) Legros, J.; Primault, G.; Toffano, M.; Riviere, M.; Fiaud, J. Org. Lett. 2000, 2, 433. (b) Marsella, M. J.; Fu, D.-K.; Swager, T. M. Adv. Mater. 1995, 7, 154. (c) Dupont, J.; Halfen, R.; Zinn, F. K.; Pfeffer, M. J. Organomet. Chem. 1994, 484, C8-C9. (d) Arata, I. J. Pharm. Soc. Jpn. 1960, 80, 709.
34. Compounds 11 were commercially available (2-vinyl pyridine) or synthesized following previously described procedures: (a) Legros, J.; Primault, G.; Toffano, M.; Riviere, M.; Fiaud, J. Org. Lett. 2000, 2, 433. (b) Marsella, M. J.; Fu, D.-K.; Swager, T. M. Adv. Mater. 1995, 7, 154. (c) Dupont, J.; Halfen, R.; Zinn, F. K.; Pfeffer, M. J. Organomet. Chem. 1994, 484, C8-C9. (d) Arata, I. J. Pharm. Soc. Jpn. 1960, 80, 709.
35. Compounds 11 were commercially available (2-vinyl pyridine) or synthesized following previously described procedures: (a) Legros, J.; Primault, G.; Toffano, M.; Riviere, M.; Fiaud, J. Org. Lett. 2000, 2, 433. (b) Marsella, M. J.; Fu, D.-K.; Swager, T. M. Adv. Mater. 1995, 7, 154. (c) Dupont, J.; Halfen, R.; Zinn, F. K.; Pfeffer, M. J. Organomet. Chem. 1994, 484, C8-C9. (d) Arata, I. J. Pharm. Soc. Jpn. 1960, 80, 709.
36. Compounds 11 were commercially available (2-vinyl pyridine) or synthesized following previously described procedures: (a) Legros, J.; Primault, G.; Toffano, M.; Riviere, M.; Fiaud, J. Org. Lett. 2000, 2, 433. (b) Marsella, M. J.; Fu, D.-K.; Swager, T. M. Adv. Mater. 1995, 7, 154. (c) Dupont, J.; Halfen, R.; Zinn, F. K.; Pfeffer, M. J. Organomet. Chem. 1994, 484, C8-C9. (d) Arata, I. J. Pharm. Soc. Jpn. 1960, 80, 709.
37. Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953.
38. Dihydroquinolizinium salts shown in Table 1 were oxidized to the corresponding quinolizinium salts with Pd/C in acetic acid (80-90% yield) following the procedure described by: Nakamichi, N.; Kawashita, Y.; Hayashi, M. Org. Lett. 2002, 4, 3955.
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