Synthesis of stereoisomeric P - H-spirophosphoranes based on hydrobenzoin

Russian Chemical Bulletin

Volumn 54, Issue 8, 2005, Pages 1935-1938

  Zheltukhin, V F ^a   Dovbysh, A I ^a   Sadkova, D N ^a   Dobrynin, A B ^a   Kataeva, O N ^a   Litvinov, I A ^a   Alfonsov, V A ^a  

^a A E ARBUZOV INSTITUTE OF ORGANIC AND PHYSICAL CHEMISTRY   (Russian Federation)

Author keywords

Enantiomerism; Hydrobenzoin; Hydrospirophosphorane; Stereoisomerism

Indexed keywords

EID: 32044435853     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11172-006-0060-2     Document Type: Article

References (32)

1. S. C. Stinton, Chem. Eng. News, 2001, 79, 79.
2. (a) F. R. Atherton, C. H. Hassall, and R. W. Lambert, J. Med. Chem., 1986, 29, 29;
3. (b) E. Zboinska, H. Sztajez, B. Lejczak, and P. Kafarski, FEMS Microbiol. Lett., 1993, 108, 225.
4. W. Ogilvie, M. Bailey, M-A. Poupart, A. Abraham, A. Bhavsar, P. Bonneau, J. Bordeleau, Y. Bousquet, C. Chabot, J.-S. Duceppe, G. Fazal, S. Goulet, C. Grand-Maitre, I. Guse, T. Halmos, P. Lavalee, M. Leach, E. Malenfant, J. O'Meara, R. Plante, C. Plouffe, M. Poirier, F. Soucy, C. Yoakim, and R. Deziel, J. Med. Chem., 1997, 40, 4113.
5. S. S. Abdal-Meguid, B. Zhao, K. H. M. Murthy, E. Winborne, J. K. Choi, R. I. Desjarbois, M. D. Minnich, J. S. Culp, and C. Debauk, Biochemistry, 1993, 32, 7972.
6. R. Mastalezz, L. Kupczyk-Subotkowska, Z. S. Herman, and G. Las-Kawiec, Naturwissenschaften, 69, 46.
7. J. Oleksyszyn and J. C. Powers, Biochemistry, 1991, 30, 485.
8. O. I. Kolodiazhnyi, Tetrahedron Asimmetry, 1998, 9, 1279.
9. (a) Y. Yannoorenberghe and G. Buono, J. Am. Chem. Soc., 1990, 112, 6142;
10. (b) M. L. Bojin, S. Barkallah, and S. A. Evans, Jr., J. Am. Chem. Soc., 1996, 118, 1549;
11. (c) L. S. Kojima, R. Takagi, and Kin-ya Akiba, J. Am. Chem. Soc., 1997, 119, 5970;
12. (d) K. Vercruysse, C. Dejugnat, A. Munoz, and G. Etemad-Moghadam, Eur. J. Org. Chem., 2000, 281;
13. (e) C. Marchi and G. Buono, Tetrahedron Lett., 1999, 40, 9251;
14. (f) K. Vercruysse-Moreira, C. Dejugnat, and G. Etemad-Mogham, Tetrahedron, 2002, 58, 5651.
15. (a) C. Laurenco, D. Bernard, and R. Burgada, C. R. Acad. Sci., Ser. C, 1974, 278, 1301;
16. (b) D. Bernard, C. Laurenco, and R. Burgada, J. Organomet. Chem., 1973, 47, 113.
17. M. Koenig, A. Munoz, B. Carrigues, and R. Wolf, Phosphorus, Sulfur, Relat. Elem., 1979, 6, 435.
18. (a) J. F. Brazier, A. C. Carrelhas, A. Klaebe, and R. Wolf, C. R. Acad. Sci., Ser. C, 1973, 277, 183;
19. (b) B. Carrigues, A. Munoz, M. Koenig, M. Sanches, and R. Wolf, Tetrahedron, 1977, 33, 635.
20. (a) M. J. Newton, J. E. Collier, and R. Wolf, J. Am. Chem. Soc., 1974, 96, 6888;
21. (b) A. Klaebe, J. F. Brazier, B. Jarrigues, and R. Wolf, Phosphorus, Sulfur, Relat. Elem., 1981, 10, 53;
22. (c) A. Klaebe, J. F. Brazier, A. C. Carrelhas, B. Jarrigues, M. K. Marre, and K. Contreras, Tetrahedron, 1982, 38, 2111;
23. (d) A. Klaebe, M. Sanchez, G. Caruana, and R. Wolf, J. Chem. Soc., Perkin Trans. 2, 1980, 976.
24. C. Marchi, F. Fotiadu, and G. Buono, Organometallics, 1999, 18, 915.
25. H. Germa, M. Sanchez, R. Burgada, and R. Wolf, Bull. Soc. Chim. Fr., 1970, 612.
26. A. Collet, M.-J. Brienne, and J. J. Jacques, Chem. Rev., 1980, 80, 220.
27. K. Moedrittzer, G. M. Burch, I. R. van Wazer, and H. K. Hofmeister, Inorg. Chem., 1963, 1152
28. V. A. Al'fonsov, Yu. N. Girfanova, G. U. Zamaledtinova, E. S. Batyeva, and A. N. Pudovik, Dokl. Akad. Nauk SSSR, 1980, 254, 105
29. [Dokl. Chem., 1980 (Engl. Transl.)].
30. A. Altomare, G. Cascarano, C. Giacovazzo, and D. Viterbo, Acta Crystallogr., Sect. A, 1991, 47, 744.
31. L. H. Straver and A. J. Schierbeek, MolEN. Structure Determination System, Nonius B.V., 1994, Vol. 1-3.
32. F. Eisenlohr and L. Hill, Ber. Deutsch. Chem. Ges., 1937, 70, 942.