Reaction of magnesiated bases on substituted pyridines: Deprotonation or 1,4-addition?

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 24, 2000, Pages 4245-4249

  Bonnet, Véronique ^a   Mongin, Florence ^a   Trécourt, François ^a   Quéguiner, Guy ^a  

^a IRCOF   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; DEUTERIUM; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

DEPROTONATION;

AROMATIC HYDROCARBONS;

EID: 0034700672     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b007270m     Document Type: Article

References (22)

1. G. Quéguiner, F. Marsais, V. Snieckus and J. Epsztajn, Adv. Heterocycl. Chem., 1991, 52, 187.
2. F. Mongin and G. Quéguiner, Tetrahedron, accepted for publication.
3. P. E. Eaton and Y. Xiong, J. Am. Chem. Soc., 1989, 111, 8016.
4. A. Marxer and M. Siegrist, Helv. Chim. Acta, 1974, 57, 1988.
5. Y. Kondo, A. Yoshida and T. Sakamoto, J. Chem. Soc., Perkin Trans. 1, 1996, 2331.
6. P. D. Rao, B. J. Littler, G. R. Geier III and J. S. Lindsey, J. Org. Chem., 2000, 65, 1084.
7. W. Schlecker, A. Huth, E. Ottow and J. Mulzer, J. Org. Chem., 1995, 60, 8414.
8. W. Schlecker, A. Huth, E. Ottow and J. Mulzer, Liebigs Ann. Chem., 1995, 1441.
9. W. Schlecker, A. Huth, E. Ottow and J. Mulzer, Synthesis, 1995, 1225.
10. W. Schlecker, A. Huth, E. Ottow and J. Mulzer, Tetrahedron, 1995, 51, 9531.
11. J. Epsztajn, A. Bieniek, J. Z. Brzezinski and A. Jozwiak, Tetrahedron Lett., 1983, 24, 4735.
12. J. Epsztajn, A. Bieniek and M. W. Plotka, J. Chem. Res. (S), 1986, 20;
13. J. Epsztajn, A. Bieniek and M. W. Flotta, J. Chem. Res. (M), 1986, 0442.
14. J. A. Turner, J. Org. Chem., 1983, 48, 3401.
15. T. Güngör, F. Marsais and G. Quéguiner, Synthesis, 1982, 499.
16. R. P. Houghton and C. S. Williams, Tetrahedron Lett., 1967, 3929.
17. N. L. Wendler, D. Taub and C. H. Kuo (Merck and Co., Inc.) USP 3 450 706/1969; N. L. Wendler, D. Taub and C. H. Kuo (Merck and Co., Inc.) Chem. Abstr., 1969, 71, 81206n.
18. N. L. Wendler, D. Taub and C. H. Kuo (Merck and Co., Inc.) USP 3 578 670/1971; N. L. Wendler, D. Taub and C. H. Kuo (Merck and Co., Inc.) Chem. Abstr., 1971, 75, 48918f.
19. Y. G. Gu, E. K. Bayburt, M. R. Michaelides, C. W. Lin and K. Shiosaki, Bioorg. Med. Chem. Lett., 1999, 1431.
20. M. Ray, R. Mukherjee, J. F. Richardson, M. S. Mashuta and R. M. Buchanan, J. Chem. Soc., Dalton Trans., 1994, 965.
21. H. Brunner, B. Nuber and M. Prommesberger, J. Organomet. Chem., 1996, 523, 179.
22. L. Estel, F. Marsais and G. Quéguiner, J. Org. Chem., 1988, 53, 2740.