Stereoselective synthesis of all-trans methyl substituted polyenes by reductive elimination and application to the synthesis of all-trans 3-methyl- nona-2,4,6-trienol

Tetrahedron Letters

Volumn 41, Issue 21, 2000, Pages 4197-4200

  Solladié, Guy ^a   Colobert, Françoise ^a   Kalaï, Chakib ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKENE; POLYENE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; POLYMERIZATION; REACTION ANALYSIS; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034729323     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00564-5     Document Type: Article

References (28)

1. (a) Solladié, G.; Hutt, J. J. Org. Chem. 1987, 52, 3560.
2. (b) Solladié, G. Girardin, A. Tetrahedron Lett. 1988, 29, 213.
3. (c) Solladié, G.; Girardin, A.; Lang, G. J. Org. Chem. 1989, 54, 2620.
4. (d) Solladié, G.; Berl, V. Tetrahedron Lett. 1992, 33, 3477.
5. (e) Solladié, G.; Girardin, A.; Métra, P. Tetrahedron Lett. 1988, 29, 209.
6. (f) Solladié, G.; Hamdouchi, C. Synlett 1988, 66.
7. (g) Solladié, G.; Stone, G. B.; Rubio, A. Tetrahedron Lett. 1993, 34, 1803.
8. (a) Solladié, G.; Stone, G. B.; Rubio, A. Tetrahedron Lett. 1993, 34, 1803.
9. (b) Solladié, G.; Stone, G. B.; Andrès, J.-M.; Urbano, A. Tetrahedron Lett. 1993, 34, 2835.
10. (c) Solladié, G.; Kalaï, C.; Colobert, F. Tetrahedron Lett. 1997, 38, 6917.
11. Solladié, G.; Stone, G. B.; Hamdouchi, C. Tetrahedron Lett. 1993, 34, 1807.
12. Solladié, G.; Colobert, F.; Somny, F. Tetrahedron Asymmetry 1997, 8, 801.
13. Solladié, G.; Adamy, M.; Colobert, F. J. Org. Chem. 1996, 61, 4369.
14. (a) Hibino, J.; Matsubara, S.; Morizawa, Y.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1984, 25, 2151.
15. (b) Piers, E.; Chong, M. Can. J. Chem. 1988, 66, 1425.
16. (c) Behling, J. R.; Babiak, K. A.; Ng, J. S.; Campbell, A. L.; Moretti, R.; Koerner, M.; Lipshutz, B. H. J. Am. Chem. Soc. 1988, 110, 2641.
17. (d) Piers, E.; Gavai, A.V. J. Org. Chem. 1990, 55, 2380.
18. (e) Singer, R. D.; Hutzinger, M. W.; Oelschlager, A. C. J. Org. Chem. 1991, 56, 4933.
19. (f) Betzer, J. F.; Delaloge, F.; Muller, B.; Pancrazi, A.; Prunet, J. J. Org. Chem. 1997, 62, 7768.
20. (a) Normant, J. F.; Bourgain, M. Tetrahedron Lett. 1971, 2583.
21. (b) Normant, J. F.; Cahiez, G.; Bourgain, M.; Chuit, C.; Villieras, J. Bull. Soc. Chim. Fr. 1974, 1656.
22. (c) Marfat, A.; McGuirk, P. R.; Helquist, P. J. Org. Chem. 1979, 44, 3888.
23. (a) Fleming, I.; Newton, T. W.; Roessler, F. J. Chem. Soc., Perkin Trans. 1 1981, 2527.
24. (b) Sharma, S.; Oelschlager, A. C. Tetrahedron 1989, 557.
25. Holmes, A. B.; Jones, G. E. Tetrahedron Lett. 1980, 21, 3111.
26. (a) Knochel, P.; Eisenberg, J. J. Org. Chem. 1994, 59, 3760.
27. (b) Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4156.
28. Reagents for Organic Synthesis; Fieser and Fieser; John Wiley & Sons: New York, 1967; Vol. 1, p. 1030.