An oxazoline based approach to (S)-gossypol

Tetrahedron

Volumn 54, Issue 35, 1998, Pages 10493-10511

  Meyers, A I ^a   Willemsen, Jeffrey J ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

GOSSYPOL; OXAZOLINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; CYCLIZATION; DRUG SYNTHESIS; MALE FERTILITY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

MICROPUS;

EID: 0032572850     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00501-8     Document Type: Article

References (58)

1. 1. Longmore, J. Indian J. Chem. 1886, 5, 200.
2. 2. Marchlewski, L. J. Prakt. Chem. 1899, 60, 84.
3. 3. Adams, R.; Price, C. C.; Dial, W. R. J. Am. Chem. Soc. 1938, 60, 2158.
4. 4. Adams, R.; Geissman, T. A. J. Am. Chem. Soc. 1938, 60, 2163.
5. 5. Adams, R.; Geissman, T. A. J. Am. Chem. Soc. 1938, 60, 2166.
6. 6. Adams, R.; Morris, R. C.; Kirkpatrick, E. C. J. Am. Chem. Soc. 1938, 60, 2170.
7. 7. Adams, R.; Butterbaugh, D. J. J. Am. Chem. Soc. 1938, 60, 2174.
8. 8. Adams, R.; Kirkpatrick, E. C. J. Am. Chem. Soc. 1938, 60, 2180.
9. 9. Adams, R.; Geissman, T. A. J. Am. Chem. Soc. 1938, 60, 2184.
10. 10. Adams, R.; Morris, R. C.; Butterbaugh, D. J.; Kirkpatrick, E. C. J. Am. Chem. Soc. 1938, 60, 2191.
11. 11. Adams, R.; Morris, R. C.; Geissman, T. A.; Butterbaugh, D. J.; Kirkpatrick, E. C. J. Am. Chem. Soc. 1938, 60, 2193.
12. 12. Edwards, J. D. J. Am. Chem. Soc. 1958, 80, 3798.
13. 13. Prasad, M. R. N.; Diczfaluzy, E. Int. J. Androl. 1982, 5, 53.
14. 14. Matlin, S. A.; Zhou, R. H.; Bialy, G.; Bialy, R. P.; Naqvi, R. H.; Lindberg, M. C. Contraception 1985, 31, 141.
15. 15. Joseph, A. E. A.; Matlin, S. A.; Knox, P. Brit. J. Cancer 1986, 54, 511.
16. 16. Nelson, T. D.; Meyers, A. I. Tetrahedron Lett. 1993, 34, 3061.
17. 17. Nelson, T. D.; Meyers, A. I. J. Org. Chem. 1994, 59, 2655.
18. 18. Nelson, T. D.; Meyers, A. I. J. Org. Chem. 1994, 59, 7184.
19. 19. Meyers, A. I.; McKennon, M. J. Tetrahedron Lett. 1995, 36, 5869.
20. 20. Boeckman, R. K.; Bruza, K. J. Tetrahedron Lett. 1977, 4187.
21. 21. Narasimhan, N. S.; Mali, R. S. Synthesis 1983, 957.
22. 22. Wakefield, B. J. Organolithium Methods Academic: London, 1988.
23. 23. Snieckus, V. Chem. Rev. 1990, 90, 879.
24. 24. Narasimhan, N. S.; Mali, R. S. Synthesis 1983, 957.
25. 25. Rylander, P. N. Catalytic Hydrogenation Over Platinum Metals Academic Press: London, 1967.
26. 26. Edwards, J. D.; Cashaw, J. L. J. Am. Chem. Soc. 1956, 78, 3821.
27. 27. Edwards, J. D.; Cashaw, J. L. J. Am. Chem. Soc. 1957, 79, 2283.
28. 28. Oguyanov, V. I.; Petrov, O. S.; Tiholov, E. P.; Mollov, N. M. Helv. Chim. Acta 1989, 72, 353.
29. 29. Shimano, M.; Meyers, A. I. J. Am. Chem. Soc. 1994, 116, 10815.
30. 30. Schotten, C. Chem. Ber. 1884, 17, 2544.
31. 31. Baumann, E. Chem. Ber. 1886, 19, 3218.
32. 32. Gant, T. G.; Meyers, A. I. Tetrahedron 1994, 2297
33. 33. Reuman, M.; Meyers, A. I. Tetrahedron 1985, 837.
34. 34. Meyers, A. I.; B. E. Williams, T. L. Tetrahedron Lett. 1978, 19, 223.
35. 35. Meyers, A. I.; Mihelich, E. D. Angew. Chem. Int. Ed. Engl. 1976, 15, 270.
36. 36. Johnson, W. S.; Daub, G. H. Organic Reactions John Wiley and Sons: New York, 1951; Vol. 6; p 1.
37. 37. Greene, T. Protective Groups in Organic Synthesis Wiley Interscience: 1981; p. 14.
38. 38. Meyers, A. I.; Himmelsbach, R. J.; Reuman, M. J. Org. Chem. 1983, 48, 4053.
39. 39. Moorlag, H.; Meyers, A. I. Tetrahedron Lett. 1993, 34, 6993.
40. 40. Meltzer, P. C.; Bickford, P. H.; Lambert, G. H. J. Org. Chem. 1985, 50, 3121.
41. 41. Gaylord, N. G. Reduction with Complex Metal Hydrides Wiley: New York, 1956.
42. 42. Pizey, S. S. Synthetic Reagents John Wiley and Sons: London, 1974; Vol. 1; p 101.
43. 43. Meyers, A. I.; Himmelsbach, R. J.; Reuman, M. J. Org. Chem. 1983, 48, 4053.
44. 44. Omura, K.; Swern, D. Tetrahedron 1978, 34, 1651.
45. 45. Marx, M.; Tidwell, T. T. J. Org. Chem. 1984, 49, 788.
46. 46. Matlin, S. A.; Belengue, A. G.; Tyson, R.; Brookes, R. G. J. High Res. Chrom. 1987, 10, 86.
47. 47. Fish, R. G.; Groundwater, P. W.; Morgan J. J. G. Tetrahedron: Asymmetry 1995, 6, 873.
48. 48. Brzezinski, B.; Olejnik, J.; Paszyc, S.; Aripov, T. F. J. Molecular Structure 1990, 220, 261.
49. 49. Brycki, B.; Brzezinski, B.; Marciniak, B.; Paszyc S. Spectroscopy Letters 1991, 24, 509.
50. 50. Jaroszewski, J. W.; Strom-Hansen, T.; Hansen, L. L. Chirality 1992, 4, 216.
51. 51. Zheng, D. K.; Si, Y. K.; Meng, J. K.; Huang, L. J. Chem. Soc., Chem Commun. 1985, 168.
52. 52. Sampath, D. S.; Balaram, P. J. Chem. Soc., Chem.Commun. 1986, 649.
53. 53. Si, Y. K.; Zhou, J.; Huang, L. Sci. Sin. Ser. B. 1987, 30, 297.
54. 54. Winkle, M. R.; Lansinger, J. M.; Ronald, R. C. J. Chem. Soc., Chem Commun. 1980, 87.
55. 55. Still, W. C.; Kahn, M.; Mintra, A. J. Org. Chem. 1978, 43, 2923.
56. 56. Meyers, A. I.; McKennon, M. J.; Drauz, K.; Schwarm, M. J. Org. Chem. 1993, 58, 3568.
57. 57. Fuson, R. C.; Cleveland, E. A. Organic Syntheses, E. C. Horning Ed; John Wiley and Sons: New York, 1955; Vol. 3; p. 339.
58. 58. Campbell, K. N.; Morris, R. C.; Adams, R. J. Am. Chem. Soc. 1937, 59, 1723.