Uncatalyzed hydrophosphination of multiple bonds by alkenyl-or alkynyl- phosphine-oxides; evidence for a P-H activation

Tetrahedron Letters

Volumn 39, Issue 9, 1998, Pages 985-988

  Gaumont, Annie Claude ^a   Simon, Anne ^a   Denis, Jean Marc ^a  

^a UNIVERSITÉ DE RENNES 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHINE DERIVATIVE;

ARTICLE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032567889     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10755-9     Document Type: Article

References (23)

1. 1 Trost, B.M. Comprehensive Organic Synthesis, Ed. Pergamon Press, Oxford, U.K., 1991, pp 667-792.
2. 2 Marciniec, B. Comprehensive Handbook on hydrosilylation, Ed. Pergamon Press, Oxford, U.K., 1992.
3. 3 a) Pelter, A.; Smith, K.; Brown, H.C. Borane Reagents, Academic Press, New-York, 1988;
4. b) Mikhailov, B.M. and Bubnov, Y. Organoboron compounds. Bell & Bain Ltd, Glasgow, 1984.
5. 4 Pereyre, M.; Quintard, J.P.; Rahm, A. Tin in Organic Synthesis, Butterworth & Co Ltd., 1987.
6. 5 For reviews, see for example : A) Wolfsberger, W. Chemiker Zeitung 1985, 109,317-332 and ibid 1988,112, 53-68.
7. 5 For reviews, see for example : A) Wolfsberger, W. Chemiker Zeitung 1985, 109,317-332 and ibid 1988,112, 53-68.
8. b) The chemistry of organophosphorus compounds, F.R. Hartley Ed., Vol 1, 1990 and Vol 2,1992.
9. b) The chemistry of organophosphorus compounds, F.R. Hartley Ed., Vol 1, 1990 and Vol 2,1992.
10. 6 See for example : Kosolapoff, G.M. and Maier L, Eds., Organic Phosphorus Compounds, Wiley-Interscience, New-York, 1972.
11. 7 Han, L.B.; Tanaka, M. J. Am. Chem. Soc. 1996, 118, 1571.
12. 8 Imamoto, T.; Oshiki, T.; Onozawa, T.; Kusumoto T. and Sato, K. J. Am. Chem. Soc., 1990, 112, 5244-5252.
13. 9 Gourdel, Y.; Ghanimi, A.; Pellon, P.; Le Corre, M. Tetrahedron Lett. 1993,34, 1011-1012.
14. 10 a) Bourumeau, K.; Gaumont, A.C. ; Denis, J.M. J. Organomet. Chem., 1997, 529, 205-213.
15. b) Bourumeau, K.; Gaumont, A.C.; Denis, J.M. Tetrahedron Lett., 1997, 35, 1923-1926.
16. 11 Gaumont, A.C.; Guillemin, J.C.; Denis, J.M. J. Chem. Soc., Chem. Commun., 1994, 945-946.
17. 12 Guillemin, J.C.; Janati, T.; Denis, J.M. J. Chem. Soc., Chem. Commun., 1992, 415-416.
18. 13 a) Kresge, A.J. Acc. Chem. Res. 1991, 23, 43-48.
19. b)Smith, B.J.; Radom, L. J. Am. Chem. Soc., 1992, 114, 36-41.
20. 14 Baba, G.; Pilard, J.F.; Tantaoui, K.; Gaumont, A.C.; Denis, J.M. Tetrahedron Lett., 1995,36,4421-4424.
21. 15 All the spectroscopic data are consistent with the new structures.
22. 16 Edmunson, R.S. The chemistry of organophosphorus compounds, F.R. Hartley Ed., J. Wiley and sons, New-York, 1992, pp 288-291.
23. 17 Westen, R.E. Jr and Bigeleisen, J. J. Am. Chem. Soc. 1954, 76, 3074-3078.