The generation and synthetic applications of episulfone α-anions

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 7, 1996, Pages 661-667

  Graham, Andrew E ^a   Loughlin, Wendy A ^b   Moore, Madeleine H ^a   Pyke, Simon M ^b   Wilson, Giles ^a   Taylor, Richard J K ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

^b UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542607564     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/P19960000661     Document Type: Article

References (35)

1. L. Ramberg and B. Bäcklund, Ark. Kemi. Mineral Geol., 1940, 27, Band 13A, 1
2. (Chem. Abstr., 1940, 34, 4725).
3. For reviews see: L. A. Paquette, Org. React., 1977, 25, 1;
4. U. Zoller, in Heterocyclic Compounds, vol. 42, part 1, ed. A. Hassner, John Wiley, Chichester, 1983, ch. 3, pp. 499-535;
5. F. S. Guziec and L. J. Sanfilippo, Tetrahedron, 1988, 44, 6241;
6. S. Oae and Y. Uchida, ch. 12 and S. Braverman, ch. 13 in The Chemistry of Sulphones and Sulphoxides, eds. S. Patai, Z. Rappoport and C. J. M. Stirling, John Wiley, Chichester, 1988;
7. J. M. Clough, ch. 3.8 in Comprehensive Organic Synthesis, vol. 3, eds. B. M. Trost and I. Fleming, Pergamon Press, Oxford, 1991;
8. N. S. Simpkins, Sulfones in Organic Synthesis, Pergamon Press, Oxford, 1993.
9. N. P. Neureiter and F. G. Bordwell, J. Am. Chem. Soc., 1963, 85, 1209;
10. N. P. Neureiter, J. Am. Chem. Soc., 1966, 88, 558;
11. N. Tokura, T. Nagai and S. Matsumura, J. Org. Chem., 1966, 31, 349;
12. F. G. Bordwell, J. M. Williams, E. B. Hoyt and B. B. Jarvis, J. Am. Chem. Soc., 1968, 90, 429.
13. G. Casy and R. J. K. Taylor, Tetrahedron, 1989, 45, 455.
14. A. G. Sutherland and R. J. K. Taylor, Tetrahedron Lett., 1989, 30, 3267;
15. S. M. Jeffery, A. G. Sutherland, S. M. Pyke, A. K. Powell and R. J. K. Taylor, J. Chem. Soc., Perkin Trans. 1, 1993, 2317.
16. R. A. Ewin, W. A. Loughlin, S. M. Pyke, J. C. Morales and R. J. K. Taylor, Synlett, 1993, 660.
17. (a) Preliminary results in this area were first reported in 1991 by S. M. Jeffery, S. M. Pyke, A. G. Sutherland and R. J. K. Taylor, Poster presentation at The First Anglo-Norman Chemistry Colloquium, Rouen, 1991;
18. (b) preliminary communication: A. E. Graham, W. A. Loughlin and R. J. K. Taylor, Tetrahedron Lett., 1994, 35, 7281.
19. A. B. Muccioli, N. S. Simpkins and A. Mortlock, J. Org. Chem., 1994, 59, 5141.
20. N. H. Fischer, Synthesis, 1970, 393;
21. G. Opitz, K. Reith and T. Ehlis, Chem. Ber., 1990, 123, 1563, 1989 and references therein.
22. E. Vilsmaier, R. Tropitzsch and O. Vostrowsky, Tetrahedron Lett., 1974, 15, 3987.
23. T. D. Krizan and J. C. Martin, J. Am. Chem. Soc., 1983, 105, 6155;
24. E. J. Corey and A. W. Gross, Tetrahedron Lett., 1984, 25, 495.
25. R. Desiderato and R. L. Saas, Acta Crystallogr., 1967, 23, 430;
26. see also Y. Nakano, S. Saito and Y. Morino, Bull. Chem. Soc. Jpn., 1970, 43, 368;
27. H. Kim, J. Chem. Phys., 1972, 57, 1075.
28. M. Lamothe, M. B. Anderson and P. L. Fuchs, Synth. Commun., 1991, 21, 1675.
29. H. A. Staab, Angew. Chem., Int. Ed. Engl., 1962, 1, 351 and references therein.
30. H. Takayama and T. Suzuki, J. Chem. Soc., Chem. Commun., 1988, 1044.
31. R. Schwesinger, C. Hasenfratz, H. Schlemper, L. Walz, E. M. Peters, K. Peters and H. G. von Schnering, Angew. Chem., Int. Ed. Engl., 1993, 32, 1361 and references therein.
32. W. G. Kofron and L. M. Baclawski, J. Org. Chem., 1976, 41, 1879.
33. T. Glinka, Aldrichimica Acta, 1987, 20, 34.
34. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467.
35. G. M. Sheldrick, SHELXL93, 1995 (Program for the Refinement of Crystal Structures, University of Göttingen, Germany).