Inter-and Intramolecular [4 + 2] Cycloadditions of Nitroalkenes with Olefins. 2-Nitrostyrenes

Journal of Organic Chemistry

Volumn 57, Issue 18, 1992, Pages 4912-4924

  Denmark, Scott E ^a   Kesler, Brenda S ^a   Moon, Young Choon ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000394927     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00044a029     Document Type: Article

References (40)

1. Weinreb, S. M.; Boger, D. B. Hetero Diels-Alder Methodology in Organic Synthesis; Academic Press: Orlando, 1987
2. Seebach, D.; Beck, A. K.; Golifiski, J.; Hay, J. N.; Laube, T. Helv. Chim. Acta 1985, 68,162.
3. Miyaahita, M.; Yanami, T.; Kumazawa, T.; Yoshikoshi, A. J. Am. Chem. Soc. 1984, 106, 2149.
4. Seebach, D.; Brook, M. A. Helv. Chim. Acta 1985, 68, 319.
5. Miyaahita, M.; Kumazawa, T.; Yoshikoshi, A. Chem. Lett. 1980, 1043.
6. Corey, E. J.; Eatreicher, H. Tetrahedron Lett. 1981, 603.
7. Dappen, M. S., Ph.D. Thesis, University of Illinois, Urbana, 1985.
8. Denmark, S. E.; Dappen, M. S.; Cramer, C. J. J. Am. Chem. Soc. 1986, 108, 1306.
9. Denmark, S. E.; Moon, Y.-C.; Cramer, C. J.; Dappen, M. S.; Senanayake, C. B. W. Tetrahedron 1990, 46, 7373.
10. Denmark, S. E.; Cramer, C. J.; Sternberg, J. A. Helv. Chim. Acta 1986, 69, 1971
11. Parham, W. E.; Hunter, W. T.; Hanson, R. J. Am. Chem. Soc. 1951, 73, 5068.
12. Weinstock, J.; Schwartz, N.; Kormendy, M. F. J. Org. Chem. 1961, 26, 5247.
13. Tietze, L. F.; Brumby, T.; Pretor, M.; Remberg, G. J. Org. Chem. 1988, 53, 810.
14. Wollenberg, R. H.; Miller, S. J. Tetrahedron Lett. 1978, 3219
15. Meyers, A. I.; Knaus, G.; Kamata, K. J. Am. Chem. Soc. 1974, 95, 268.
16. Comma, D. L.; Brown, J. D. J. Org. Chem. 1984, 49, 1078.
17. Colvin, E. W.; Beck, A. K.; Seebach, D. Helv. Chim. Acta 1981, 64, 2264
18. Seebach, D.; Lehr, F. Helv. Chim. Acta 1979, 62, 2239
19. Denmark, S. E.; Senenayake, C. B. W.; Ho, G.-D. Tetrahedron 1990, 46, 4857.
20. Denmark, S. E.; Moon, Y.-C.; Senanayake, C. B. W. J. Am. Chem. Soc. 1990, 112, 311
21. Denmark, S. E.; Schnute, M. E. J. Org. Chem. 1991, 56, 6738.
22. Bendetti, F.; Pitacco, G.; Valentin, E. Tetrahedron 1979, 35, 2293.
23. Allen, C. F. H.; Bell, A. J. Am. Chem. Soc. 1939, 61, 521.
24. Parham, W. E.; Hunter, W. T.; Hanson, R. J. Am. Chem. Soc. 1951, 73, 5068.
25. Wildman, W. C.; Wildman, R. B. J. Org. Chem. 1952, 17, 581.
26. Allen, C. F. H.; Bell, A.; Gates, J. W., Jr. J. Org. Chem. 1943, 8, 373.
27. Wildman, W. C.; Hemminger, C. H. J. Org. Chem. 1952, 17, 1641
28. Tamelen, E. E. van; Dewey, R. S.; Timmons, R. J. J. Am. Chem. Soc. 1961, 83, 3725
29. Cramer, C. J., Ph.D. Thesis, University of Illinois, Urbana, 1988.
30. Colvin, E. W.; Beck, A. K.; Bastani, B.; Seebach, D.; Kai, Y.; Dunitz, J. D. Helv. Chim. Acta 1980, 63, 697.
31. Boyer, M.; Jeannin, Y.; Rocchiccioli-Deltcheff, C.; Thouvenot, R. J. Coord. Chem. 1978, 7, 219
32. Hurlburt, P. K.; Kellett, P. J.; Anderson, O. P.; Strauss, S. H. J. Chem. Soc., Chem. Commun. 1990, 576
33. Desimoni, G.; Gamba, A.; Monticelli, M.; Nicola, M.; Tacconi, G. J. Am. Chem. Soc. 1976, 98, 2947
34. Sorriso, S. Structural Chemistry. In The Chemistry of Functional Groups, Supplement F: The Chemistry of Amino, Nitroso and Nitro Compounds and their Derivatives; Patai, S., Ed.; Wiley: New York, 1982; Part 1, pp 32-40
35. Denmark, S. E.; Cramer, C. J.; Dappen, M. S. J. Org. Chem. 1987, 52, 877.
36. Gilman, H.; Schulze, F. J. Am. Chem. Soc. 1925, 47, 2002
37. Bhattacharjya, A.; Mukhopadhyay, R.; Pakrashi, S. C. Synthesis 1985, 886.
38. Kochany, J.; Piotrowska, H. Bull. Acad. Pol. Sc. 1976, 24, 929.
39. Boberg, F.; Garburg, K.-H.; Gorlich, K.-J.; Pipereit, E.; Ruhr, M. Liebigs Ann. Chem. 1985, 239.
40. Mourad, M. S.; Varma, R. S.; Kabalka, G. W. J. Org. Chem. 1985, 50, 133