A practical synthesis of chiral and achiral phosphonium salts from phosphine borane complexes

Tetrahedron Letters

Volumn 38, Issue 19, 1997, Pages 3405-3408

  Uziel, Jacques ^a   Riegel, Nadège ^a   Aka, Benoît ^a   Figuière, Pierre ^a   Jugé, Sylvain ^a  

^a UNIVERSITÉ DE CERGY PONTOISE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHONIUM DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030906748     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00647-3     Document Type: Article

References (25)

1. (a) Schmidbaur H. J. Organomet. Chem. 1980, 200, 287-306.
2. (b) Imamoto T. Yuki Gosei Kagaku 1987, 45, 592-602.
3. (a) Jugé, S.; Stephan, M.; Laffitte, J.A.; Genêt, J.P. Tetrahedron Lett. 1990, 31, 6357-6360.
4. (b) Imamoto, T.; Oshiki, T.; Onozawa, T.; Kusumoto, T.; Sato, K.J. Am. Chem. Soc. 1990, 112, 5244-5252.
5. Kaloun, E.B.; Merdes, R.; Genêt, J.P.; Uziel J.; Jugé, S. J. Organomet. Chem.,. in press.
6. (a) Imamoto, T.; Kusumoto, T.; Suzuki, N.; Sato, K. J. Am. Chem. Soc. 1985, 107, 5301-5303.
7. (b) Brisset, H.; Gourdel, Y.; Pellon, P.; Le Corre, M. Tetrahedron Lett. 1993, 34, 4523-4526.
8. (c) McKinstry, L.; Livinghouse, T. Tetrahedron 1995, 51, 7655-7666.
9. Pelter, A.; Rosser, R.; Milles, S. J.Chem.Soc. Chem. Comm. 1981, 1014-1015.
10. Smith, D. J. H. in Comprehensive Organic Chemistry, Barton, D.; Ollis, W. D., Eds. 1982, 2, 1160-1163, Pergamon Press, Oxford.
11. Kumli, K.F.; Mc Ewen W.E.; Vander Werf, C.A. J. Am. Chem. Soc. 1959, 81, 248-249.
12. (a) Muchowski J.M.; Venuti M.C. J. Org. Chem. 1981, 46, 459-461.
13. (b) Yamamoto I.; Fujimoto T.; Ohta K.; Matsuzaki K. J. Chem. Soc. Perkin. Trans. I 1987, 1537-1539.
14. 3): + 22.5.
15. Lückenbach, R. Phosphorus and Sulfur 1972, 1, 229-236.
16. Jurczak, J. in Organic High Pressure Chemistry , Vol.37, LeNoble, W.J. Ed., Elsevier, Amsterdam, 1988.
17. 2H NMR in a chiral liquid crystal : (a) Lesot, P. ; Merlet, D.; Meddour, A.; Courtieu, J.; Lowenstein, A. J. Chem. Soc. Faraday Trans. 1995, 91, 1371-1375.
18. (b) Canet, I.; Courtieu, J.; Loewenstein, A.; Meddour, A.; Péchiné, J.M. J. Am. Chem. Soc. 1995, 117, 6520-6526.
19. Juǵ, S.; Wakselman, M.; Stephan, M.; Genêt, J.P. Tetrahedron Lett. 1990, 31, 4443-4444.
20. Wittig G.; Geissler, G. Ann. 1953, 580, 44-68.
21. Swan, J.M.; Wright, S.H.B. Aust. J. Chem., 1971, 24, 777-783.
22. Schindlauer, H.; Golser, L.; Hilzensauer, V. Chem. Ber. 1964, 97, 1150-1154.
23. Märkl, G. Angew. Chem. Int. Ed. 1963, 2, 620.
24. Coumbe, T.; Lawrence, N.J.; Muhammad, F. Tetrahedron Lett. 1994, 35, 625-628.
25. Brittain, J.M.; Jones, R.A. Tetrahedron 1979, 1139-1144.