Ionic Diels-Alder Reaction : Recent Developments

Journal of the Indian Chemical Society

Volumn 75, Issue 10-12, 1998, Pages 709-715

  Sanghi, Rashmi ^a   Vankar, Padma S ^a   Vankar, Yashwant D ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006699806     PISSN: 00194522     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (48)

1. O. DIELS and K. ALDER, Justus Liebigs Ann. Chem., 1928, 460, 98.
2. W. CARRUTHERS, "Cycloaddition Reactions in Organic Synthesis", Pergamon, New York, 1990.
3. J. SAUER and R. SUSTMANN, Angew Chem. Int. Ed. Engl., 1980, 19, 779; K. FUKUI, Acc. Chem. Res., 1971, 4, 57.
4. J. SAUER and R. SUSTMANN, Angew Chem. Int. Ed. Engl., 1980, 19, 779; K. FUKUI, Acc. Chem. Res., 1971, 4, 57.
5. R. D. BACK, J. J. W. MCDONALL and H. B. SCHLEGEL, J. Org. Chem., 1989, 54, 2931; R. J. LONCHARICH, F. K. BROWN and K. N. HOUK, J. Org. Chem., 1989, 54, 1129; R. GOMPPER, Angew. Chem. Int. Ed. Engl., 1969, 8, 312.
6. R. D. BACK, J. J. W. MCDONALL and H. B. SCHLEGEL, J. Org. Chem., 1989, 54, 2931; R. J. LONCHARICH, F. K. BROWN and K. N. HOUK, J. Org. Chem., 1989, 54, 1129; R. GOMPPER, Angew. Chem. Int. Ed. Engl., 1969, 8, 312.
7. R. D. BACK, J. J. W. MCDONALL and H. B. SCHLEGEL, J. Org. Chem., 1989, 54, 2931; R. J. LONCHARICH, F. K. BROWN and K. N. HOUK, J. Org. Chem., 1989, 54, 1129; R. GOMPPER, Angew. Chem. Int. Ed. Engl., 1969, 8, 312.
8. D. J. BELLVILLE, D. D. WIRTH and N. L. BAULD, J. Am. Chem. Soc., 1981, 103, 718; R. A. PABON, D. J. BELLVILLE and N. L. BAULD, J. Am. Chem. Soc., 1983, 105, 633.
9. D. J. BELLVILLE, D. D. WIRTH and N. L. BAULD, J. Am. Chem. Soc., 1981, 103, 718; R. A. PABON, D. J. BELLVILLE and N. L. BAULD, J. Am. Chem. Soc., 1983, 105, 633.
10. P. G. GASSMAN and D. A. SINGLETON, J. Am. Chem. Soc., 1984, 106, 6085.
11. P. G. GASSMAN and D. A. SINGLETON, J. Am. Chem. Soc., 1984, 106, 7993.
12. P. G. GASSMAN and D. A. SINGLETON, J. Org. Chem., 1986, 51, 3075.
13. (a) P. G. GASSMAN and D. A. SINGLETON, Tetrahedron. Lett., 1987, 28, 5969;
14. (b) H. MAYR and E. BAUME, Tetrahedron Lett., 1983, 24, 357.
15. P. G. GASSMAN and D. B. GORMAN, J. Am. Chem. Soc., 1990, 112, 8623.
16. (a) P. G. GASSMAN and D. B. GORMAN, J. Am. Chem. Soc., 1990, 112, 8624;
17. (b) For a recent theoretical investigation in support of the stepwise mechanism, see B. PASCUAL-TERESA and K. N. HOUK, Tetrahedron Lett., 1996, 37, 1759.
18. P. G. GASSMAN and D. B. GORMAN, J. Org. Chem., 1995, 60, 977.
19. (a) B. M. TROST, D. O'KRONGLY and J. L. BELLETIRE, J. Am. Chem. Soc., 1980, 102, 7595;
20. (b) S. DANISHEFSKY and M. BEDNARSKI, Tetrahedron Lett., 1985, 26, 2507;
21. (c) P. LASZLO and J. LUCCHETTI, Tetrahedron Lett., 1984, 25, 2147.
22. W. A. DAUBEN and H. O. KRABBENHOFT, J. Org. Chem., 1977, 42, 282.
23. P. G. GASSMAN, D. A. SINGLETON, J. J. WILWERDING and S. P. CHAVAN, J. Am. Chem. Soc., 1987, 109, 2182.
24. P. G. GASSMAN and S. P. CHAVAN, Tetrahedron. Lett., 1988, 29, 3407.
25. P. G. GASSMAN and S. P. CHAVAN, J. Org. Chem., 1988, 53, 2394.
26. P. G. GASSMAN and S. P. CHAVAN, J. Chem. Soc., Chem. Commun., 1989, 837.
27. P. G. GASSMAN, S. P. CHAVAN and L. B. FERLET, Tetrahedron Lett., 1990, 31, 6489.
28. (a) P. G. GASSMAN, S. R. KORN and R. P. THUMMEL, J. Am. Chem. Soc., 1974, 96, 6948;
29. (b) P. G. GASSMAN, S. R. KORN, T. F. BAILEY, T. H. JOHNSON, J. FINER and J. CLARDY, Tetrahedron Lett., 1979, 3401;
30. (c) P. G. GASSMAN and R. C. HOYE, J. Am. Chem. Soc., 1981, 103, 215;
31. (d) P. G. GASSMAN and R. C. HOYE, J. Am. Chem. Soc., 1981, 103, 2498;
32. (e) P. G. GASSMAN and G. S. BOARDMAN, Tetrahedron Lett., 1989, 30, 4649.
33. P. G. GASSMAN and A. C. LOTTES, Tetrahedron Lett., 1992, 33, 157.
34. Y. HASHIMOTO, K. SAIGO, S. MACHIDA and M. HASEGAWA, Tetrahedron Lett., 1990, 31, 5625.
35. Y. HASHIMOTO, T. NAGASHIMA, M. HASEGAWA and K. SAIGO, Chem. Lett., 1992, 1353.
36. T. SAMMAKIA and M. A. BERLINER, J. Org. Chem., 1995, 60, 6652.
37. A. ALEXAKIS and P. MANGENEY, Tetrahedron Asym., 1990, 1, 477.
38. T. SAMMAKIA and M. A. BERLINER, J. Org. Chem., 1994, 59, 6890.
39. (a) K. HASEGAWA, F. MATSUDA, M. YANAJIYA and T. MATSUMOTO, Tetrahedron Lett., 1987, 28, 1671;
40. (b) E. MASH and S. B. HEMPERLEY, Tetrahedron Lett., 1988, 29, 4035.
41. (a) Y. D. VANKAR, M. V. R. REDDY and N. C. CHAUDHURI, Tetrahedron, 1994, 50, 11057;
42. (b) Y. D. VANKAR and N. C. CHAUDHURI, Synth. Commun., 1991, 21, 885;
43. (c) S. V. PITRE, M. V. R. REDDY and Y. D. VANKAR, J. Chem. Res., 1997, 423.
44. R. KUMARESWARAN, P. S. VANKAR, M. V. R. REDDY, S. V. PITRE, R. ROY and Y. D. VANKAR, Tetrahedron, in press.
45. P. A. GRIECO, J. L. COLLINS and S. T. HANDY, Synlett, 1995, 1155.
46. F. FRINGNELLI, A. TATICCHI and E. WENKERT, Org. Prep. Proc. Int., 1990, 133.
47. (a) G. A. OLAH, P. S. IYER and G. K. S. PRAKASH, Synthesis, 1986, 513;
48. (b) G. A. OLAH, Q. WANG, X.-Y. LI and G. K. S. PRAKASH, Synlett, 1990, 487.