Preparation of polyfunctional phosphines using zinc organometallics

Tetrahedron Asymmetry

Volumn 8, Issue 5, 1997, Pages 715-738

  Langer, Falk ^a   Püntener, Kurt ^a   Stürmer, Rainer ^b   Knochel, Paul ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

^b BASF SE   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHINE DERIVATIVE;

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

EID: 0342617633     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00027-X     Document Type: Article

References (52)

1. a) J. P. Collman, L. S. Hegedus, J. R. Norton, R. G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, 1987.
2. b) F. P. Pruchnik, Organometallic Chemistry of the Transition Elements, Plenum Press, New York, 1990.
3. a) R. Noyori, Chem. Soc. Rev. 1989, 18, 187-208.
4. b) H. Brunner in The Chemistry of the Metal-Carbon Bond, Vol. 5 (Eds.: F. R. Hartley, S. Patai), John Wiley, New York, 1989, p. 109.
5. R. Noyori, M. Kitamura in Modern Synthetic Methods, Vol. 5 (Ed.: R. Scheffold), Springer-Verlag, Berlin, Heidelberg, 1989, pp. 115-198.
6. a) The chemistry of organophosphorus compounds, Vol. 1 (Eds.: F. R. Hartley, S. Patai), John Wiley, New York, 1990.
7. b) G. Elsner, in Organische Phosphor-Verbindungen. Methoden der Organischen Chemie, Houben-Weyl, Vol. E1 (Ed. M. Regitz), Georg Thieme Verlag, Stuttgart, 1982.
8. a) G. M. Kosolapoff, Organophosphorus Compounds, Wiley, New York, 1950.
9. b) K. D. Crosbie, G. M. Sheldrick, J. Inorg. Nucl. Chem. 1969, 31, 3684-3685.
10. F. Langer, P. Knochel, Tetrahedron Lett. 1995, 36, 4591-4594.
11. R. Stürmer, L. Laupichler, P. Knochel, F. Langer (BASF AG), O.Z. 0050/45876, 1995.
12. a) P. Knochel, M. C. P. Yeh, S. C. Berk, J. Talbert, J. Org. Chem. 1988, 53, 2390-2392.
13. b) P. Knochel, in Comprehensive Organometallic Chemistry II, Vol. 11 (Ed.: L. S. Hegedus), Pergamon Press, 1995, pp. 159-190.
14. a) H. Schmidbaur, J. Organomet. Chem. 1980, 200, 287-306
15. b) T. Imamoto, T. Oshiki, T. Onozawa, T. Kusumoto, K. Sato, J. Am. Chem. Soc. 1990, 112, 5244-5252.
16. a) F. Langer, J. R. Waas, P. Knochel Tetrahedron Lett. 1993, 34, 5261-5264.
17. b) F. Langer, A. Devasagayaraj, P.-Y. Chavant, P. Knochel Synlett 1994, 410-412.
18. L. Schwink, P. Knochel, Tetrahedron Lett. 1994, 35, 9007-9010.
19. a) D. J. Burton, Z.-Y. Yang, Tetrahedron 1992, 48, 189-275.
20. b) D. J. Burton, Z.-Y. Yang, P. A. Morken, Tetrahedron 1994, 50, 2993-3063.
21. S. Benefice-Malouet, H. Blancou, A. Commeyras, J. Fluor. Chem. 1985, 30, 171-187
22. I. T. Horvarth, J. Rabai, Science 1994, 266, 72-75.
23. a) G. Buchbauer, R. Vitek, M. C. Hirsch, C. Kurz, C. Cech, E. M. Vas, Monatsh. Chem. 1982, 113, 1433-1450.
24. b) G. E. Gream, C. F. Pincombe, D. Wege, Aust. J. Chem. 1974, 27, 603-628.
25. (c) Erickson, G. W.; Fry, J. L. J. Org. Chem. 1987, 52, 462-464.
26. L. G. Lange, C. Gottardo, Synth. Commun. 1990, 20, 1473-1479.
27. W. Himmele, H. Siegel, Tetrahedron Lett. 1976, 907-910; 911-914.
28. C. E. Tucker, T. N. Majid, P. Knochel, J. Am. Chem. Soc. 1992, 114, 3983-3985.
29. a) C. JanakiramRao, P. Knochel, J. Org. Chem. 1991, 56, 4593-4596.
30. b) C. JanakiramRao, P. Knochel, Tetrahedron 1993, 49, 29-48.
31. M. Z. Rozema, S. AchyuthaRao, P. Knochel, J. Org. Chem. 1992, 57, 1956-1958.
32. K. Diemert, W. Kuchen, J. Kutter, Phosphorus and Sulfur, 1983, 75, 155-164
33. a) W. F. Bailey, E. R. Purzalan, J. Org. Chem. 1990, 55, 5404-5406.
34. b) E.-I. Negishi, D. R. Swanson, J. C. Rousset, J. Org. Chem. 1990, 55, 5406-5409.
35. a) N. G. Gaylord, F. R. Eirich, J. Am. Chem. Soc. 1952, 74, 334-357.
36. b) M. H. Zamarlik, C. r. Acad. Sci. (C) 1970, 277, 1138-1141.
37. P. G. Chantrell, C. A. Pearce, C. T. Toyer, R. Twaits, J. Appl. Chem. 1964, 14, 563-564.
38. K. Antczak, J. F. Kingston, S. J. Alward, A. G. Fallis, Can. J. Chem. 1984, 62, 829-837.
39. G. Zweifel, R. L. Miller, Org. React. 1984, 32, 375-517.
40. B. H. Lipshutz, D. A. Parker, S. L. Nguyen, K. E. McCarthy, J. C. Barton, S. E. Whitney, H. Kotsuki, Tetrahedron 1986, 42, 2873-2879.
41. E. Piers, I. Nagakura, Synth. Commun. 1975, 5, 193-199.
42. a) L. Lombardo, Org. Synth. 1987, 65, 81-89; Tetrahedron Lett. 1982, 23, 4293-4296.
43. a) L. Lombardo, Org. Synth. 1987, 65, 81-89; Tetrahedron Lett. 1982, 23, 4293-4296.
44. b) K. Takai, Y. Hotta, K. Oshima, H. Nozaki, Tetrahedron Lett. 1978, 19, 2417-2420; Bull. Chem. Soc. Japan 1980, 53, 1698-1702.
45. b) K. Takai, Y. Hotta, K. Oshima, H. Nozaki, Tetrahedron Lett. 1978, 19, 2417-2420; Bull. Chem. Soc. Japan 1980, 53, 1698-1702.
46. a) P. Knochel, J. Am. Chem. Soc. 1990, 112, 7431-7433.
47. b) J. R. Waas, S. AchyuthaRao, P. Knochel, Tetrahedron Lett. 1992, 33, 3717-3720.
48. a) T. Buchbauer, E. Haslinger, W. Robien, R. Vitek, Monatsh. Chem. 1983, 114, 113-122.
49. b) M. Falorni, L. Lardicci, G. Giacomelli, J. Org. Chem. 1986, 51, 5291-5294.
50. J. A. Davies, J. G. Mierzwiack, R. Syed, J. Coord. Chem. 1988, 17, 25-43.
51. a) R. Noyori, T. Ohkuma, M. Kitamura, H. Takaya, N. Sayo, H. Kumobayashi, S. Akutagawa, J. Am. Chem. Soc. 1987, 109, 5856-5858.
52. b) M. Kitamura, T. Ohkuma, S. Inoue, N. Sayo, H. Kumobayashi, S. Akutagawa, T. Ohta, H. Takaya, R. Noyori, J. Am. Chem. Soc. 1988, 110, 629-631.