Copper-catalysed coupling of undec-10-enylmagnesium bromide with ω-functionalised halogenoalkanes as a key reaction for the synthesis of novel bipolar phospholipids with different head groups and chain length

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 6, 1997, Pages 809-815

  Heiser, Ulrich F ^a   Dobner, Bodo ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748655424     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606855c     Document Type: Article

References (24)

1. A. Gulik, V. Luzatti, M. De Rosa and A. Gambacorta, J. Mol. Biol. 1985, 182, 131.
2. N. Jaysuriya, S. Bosak and S. L. Regen, J. Am. Chem. Soc., 1990, 112, 5844.
3. R. Fornasier, P. Scrimin, P. Tecilla and U. Tonellato, J. Am. Chem. Soc., 1989, 111, 224.
4. A. Cipiciani, M. C. Fracassini, R. Germani, G. Savelli and C. A. Burton, J. Chem. Soc., Perkin Trans. 1, 1987, 547.
5. D. E. Bierer, R. E. Gerber, S. A. Joland, R. P. Ubillas, I. Randle, E. Nauka, I. Latour, I. E. Dener, D. M. Fort, I. E. Kuo, W. D. Inman, L. G. Dubenko, F. Ayala, A. Ozoiko, C. Obialor, E. Elisabetsky, T. Carlson, T. V. Truong and R. C. Bruening, J. Org. Chem., 1995, 60, 7022.
6. J. H. Fuhrhop and J. Mathieu, Angew. Chem., 1984, 96, 124.
7. U. F. Heiser and B. Dobner, Chem. Commun., 1996, 17, 2025.
8. P. Goueth, A. Ramiz, G. Ronco, G. Mackenzie and P. Villa, Carbohydrate Res., 1995, 266, 171.
9. W. V. Dahlhoff, Z. Naturforsch., Teil B, 1988, 43, 1367.
10. M. Tamura and J. Kochi, Synthesis, 1971, 303.
11. S. B. Mirviss, J. Org. Chem., 1989, 54, 1948.
12. F. Campen, V. Gasol and A. Guerrero, Synthesis, 1987, 5, 511.
13. M. Miyashita, A. Yoshikoshi and P. A. Greco, J. Org. Chem., 1977, 42, 3772.
14. M. Schlosser and H. Bossert, Tetrahedron, 1991, 47, 32; 6287.
15. G. Hirt and R. Berchtholt, Pharm. Acta Helv., 1958, 33, 349.
16. H. Eibl, Proc. Natl. Acad. Sci. USA, 1978, 78, 4075.
17. S. Hoyer, P. Laszlo, M. Orlovic and E. Polla, Synthesis, 1986, 655.
18. M. Schwarz, J. Oliver and P. Sonnet, J. Org. Chem., 1975, 40, 2410.
19. H. Regeling, E. Rouville and J. F. Chittenden, Rec. Trav. Chim. Pays-Bas, 1987, 106, 461.
20. H. Jatzkewitz and E. Mehl, Z. Physiol. Chem., 1961, 320, 251.
21. J. C. Dittmer and R. L. Lester, J. Lipid Research, 1964, 5, 126.
22. M. C. Whiting, J. Chem. Soc. Perkin Trans. 1, 1983, 1369.
23. F. Salmon-Legagneur and C. Neveu, C. R., 1959, 248, 2217.
24. J. Hooz and S. S. H. Giliani, Can. J. Chem., 1968, 46, 86.