Six-membered cyclic phosphate-phosphonates: Synthesis and stereochemistry of cis/trans-2-phosphorylbenzyloxy-4-aryl-5,5-dimethyl-1,3,2λ 5-dioxaphosphorinane-2-thiones (selones)

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 17, 1998, Pages 2917-2921

  Zhou, Jia ^a   Chen, Ruyu ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748651287     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a802757i     Document Type: Article

References (34)

1. (a) A. M. Polozov, A. V. Khotinen and E. N. Klimovitskii, Phosphorus, Sulfur, Silicon Relat. Elem., 1996, 109, 581;
2. (b) D. Bouchu, Phosphorus, Sulfur, Silicon Relat. Elem., ibid, 1983, 15, 33;
3. (c) R. L. Shao, G. F. Yang and W. S. Miao, Chem. J. Chin. Univ., 1995, 16, 391.
4. (a) R. S. Edmundson, O. Johnson and D. W. Jones, Phosphorus, Sulfur, Silicon Relat. Elem., 1989, 46, 61;
5. (b) R. S. Edmundson, O. Johnson, D. W. Jones and T. J. King, J. Chem. Soc., Perkin Trans. 2, 1985, 69;
6. (c) O. Johnson, D. W. Jones and R. S. Edmundson, Acta Crystallogr., Sect. C, 1989, 45, 142.
7. J. A. Mosbo and J. G. Verkade, J. Am. Chem. Soc., 1973, 95, 204 and references cited therein.
8. (a) C. Meier, Angew. Chem., Int. Ed. Engl., 1996, 35, 70;
9. (b) M. Sasaki, K. Moriguchi and K. Yanagi, Agric. Biol. Chem., 1988, 52, 159.
10. (a) S. Y. Wu and J. E. Casida, Phosphorus, Sulfur, Silicon Relat. Elem., 1995, 102, 177;
11. (b) C. D. Reddy, M. S. Reddy, S. M. Waidu and K. D. Berlin, Phosphorus, Sulfur, Silicon Relat. Elem., ibid., 1995, 102, 103;
12. (c) A. Hiroshima, Agric. Biol. Chem., 1989, 53, 175.
13. (a) Y. Nishizuka, Nature, 1984, 308, 693;
14. (b) V. L. Boyd, M. F. Summers, S. M. Ludeman, W. Egan, G. Zon and J. B. Regan, J. Med. Chem., 1987, 30, 366.
15. W. T. Hoeve and H. Wynberg, J. Org. Chem., 1985, 50, 4508.
16. (a) B. Gordillo, C. Garduno, G. Guadarrama and J. Hernandez, J. Org. Chem., 1995, 60, 5180;
17. (b) W. J. Lucas, F. W. Mitchell and C. N. Scully, J. Am. Chem. Soc., 1950, 72, 5491.
18. (a) V. Sum, C. A. Baird, T. P. Kee and M. Thornton-Pett, J. Chem. Soc., Perkin Trans. 1, 1994, 3183;
19. (b) L. Stryer, Biochemistry, Freeman, New York, 3rd edn., 1988.
20. (a) L. Maier and H. Spoerri, Phosphorus, Sulfur, Silicon Relat. Elem., 1992, 70, 39;
21. (b) R. E. Rosen, D. G. Weaver, J. W. Cornille and L. A. Spangler, Eur. Pat. Appl., EP 511 826/1992 (Chem. Abstr., 1993, 118, 124 779).
22. V. J. Blazis, K. J. Koeller and C. D. Spilling, J. Org. Chem., 1995, 60, 931 and references cited therein.
23. (a) J. Zhou, R. Y. Chen and X. F. Yang, Heteroatom Chem., 1998, 9, 369;
24. (b) J. Zhou and R. Y. Chen, Synth. Commun., 1998, 28, in press.
25. (a) F. Texier-Boullet and A. Foucaud, Synthesis, 1982, 916;
26. (b) R. Engel, Synthesis of Carbon-Phosphorus Bonds, CRC Press, Boca Raton, FL, 1987.
27. (a) R. L. Shao, M. H. Yang and C. X. Zhi, Chin. Chem. Lett., 1993, 4, 767;
28. 31P NMR Spectroscopy, Pergamon Press, Oxford, 1983, vol. 16;
29. (c) J. Neda, Phosphorus. Sulfur. Silicon Relat. Elem., 1992, 73, 137;
30. (c) S. E. Denmark and R. L. Dorow, J. Org. Chem., 1990, 55, 5926.
31. J. P. Majorai and J. Navech, Bull. Soc. Chim. Fr., 1971, 95, 1331, 2609.
32. C. Stuebe and H. P. Lankelma, J. Am. Chem. Soc., 1956, 78, 976.
33. G. M. Sheldrick, C. Kruger and R. Goddard, SHELXS-86: Crystallographic Computing 3, Oxford University Press, London, 1985.
34. International Tables for X-Ray Crystallography, Kynoch Press, Birmingham, 1974, vol. 4.