Transition metal promoted synthesis of N,N-dimethyl tertiary amides from 1,3-dienes

Tetrahedron Letters

Volumn 37, Issue 1, 1996, Pages 33-36

  Szymoniak, Jan ^a   Felix, Didier ^a   Moïse, Claude ^a  

^a UNIVERSITÉ DE BOURGOGNE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030021096     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02076-4     Document Type: Article

References (21)

1. Martin, H. A.; Jelinek, F. J. Organomet. Chem. 1968, 12, 149-161.
2. (a) Sato, F.; Iijima, S.; Sato, M. Tetrahedron Lett. 1981, 22, 243-246.
3. (b) Collins, S.; Dean, W. P.; Ward, D. G. Organometallics 1988, 7, 2289-2293.
4. (a) Klei, E.; Teuben, J. H.; De Liefde Meijer, H. J.; Kwak, E. J.; Bruins, A. P. J. Organomet. Chem. 1982, 224, 327-339.
5. (b) Gao, Y.; Iijima, S.; Urabe, H.; Sato, F. Inorg. Chim. Acta 1994, 222, 145-153.
6. (a) Szymoniak, J.; Lefranc, H.; Besançon, J.; Moïse, C. Synthesis 1995, 7, 815-819.
7. (b) Szymoniak, J.; Felix, D.; Moïse, C. Tetrahedron Lett. 1994, 35, 8613-8616.
8. (c) Szymoniak, J.; Felix, D.; Beasançon, J.; Moïse, C. Can. J. Chem. 1995, 73, in press.
9. Szymoniak, J.; Pagneux. S.; Felix, D.; Moïse, C. : in preparation.
10. Lehmkuhl, H.; Fustero, S. Liebigs. Ann. Chem., 1980, 9, 1353-1360.
11. +).
12. Szymoniak, J.; Felix, D.; Moïse, C. : unpublished results.
13. A pericyclic six-membered early transition state was often postulated for the exothermic allyltitanation reactions; see for example references 2(b) and 4(a).
14. (a) Pearson, A. J.; Lai, Y. -S.; Lu, W; Pinketon, A. A. J. Org. Chem. 1989, 54, 3882-3983.
15. (b) Johnson, C. R.; Golebiowski, A.; Steensma, D. H.; Scialdone, M. A. J. Org. Chem. 1993, 58, 7185-7194.
16. Pearson, A. J.; Chang, K. J. Org. Chem., 1993, 58, 1228-1237.
17. Pearson, A. J.; Mallik, S.; Mortezaei, R.; Perry, M. W. D.; Shively, R. J., Jr.; Youngs, W. J. J. Am. Chem. Soc. 1990, 112, 8034-8042.
18. (a) Bäckvall, J.-E.; Andersson, P. G. J. Am. Chem. Soc. 1990, 112, 3683-3685.
19. (b) Schink, H. E., Pettersson, H., Bäckvall, J.-E. J. Org. Chem. 1991, 56, 2769-2774.
20. (a) Tilley, J. N. ; Sayigh, A. A. R. J. Org. Chem. 1963, 28, 2076-2069.
21. (b) Lawson, J. K., Croom, J; A. T. J. Org. Chem. 1963, 28, 232-235.