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Functional Group Interconversion by Nucleophilic Substitution

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Advanced Organic Chemistry

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  1. M. E. Kuehne and J. C. Bohnert, J. Org. Chem. 46:3443 (1981).

    CAS  Google Scholar 

  2. B. C. Barot and H. W. Pinnick, J. Org. Chem. 46:2981 (1981).

    Article  CAS  Google Scholar 

  3. T. Mukaiyama, S. Shoda, and Y. Watanabe, Chem. Lett. 1977:383.

    Google Scholar 

  4. H. Loibner and E. Zbiral, Helv. Chim. Acta 59:2100 (1976).

    Article  CAS  Google Scholar 

  5. E. J. Prisbe, J. Smejkal, J. P. H. Verheyden, and J. G. Moffatt, J. Org. Chem. 41:1836 (1976).

    Article  CAS  Google Scholar 

  6. B. D. MacKenzie, M. M. Angelo, and J. Wolinsky, J. Org. Chem. 44:4042 (1979).

    Article  CAS  Google Scholar 

  7. A. I. Meyers, R. K. Smith, and C. E. Whitten, J. Org. Chem. 44:2250 (1979).

    CAS  Google Scholar 

  8. W. A. Bonner, J. Org. Chem. 32:2496 (1967).

    CAS  Google Scholar 

  9. B. E. Smith and A. Burger, J. Am. Chem. Soc. 75:5891 (1953).

    CAS  Google Scholar 

  10. W. D. Klobucar, L. A. Paquette, and J. F. Blount, J. Org. Chem. 46:4021 (1981).

    CAS  Google Scholar 

  11. G. Grethe, V Toome, H. L. Lee, M. Uskokovic, and A. Brossi, J. Org. Chem. 33:504 (1968).

    CAS  Google Scholar 

  12. B. Neises and W. Steglich, Org. Synth. 63:183 (1984).

    Google Scholar 

  13. A. W. Friederang and D. S. Tarbell, J. Org. Chem. 33:3797 (1968).

    Article  CAS  Google Scholar 

  14. H. R. Hudson and G. R. de Spinoza, J. Chem. Soc, Perkin Trans. 1 1976:104.

    Google Scholar 

  15. L. A. Paquette and M. K. Scott, J. Am. Chem. Soc. 94:6760 (1972).

    CAS  Google Scholar 

  16. P. N. Confalone, G. Pizzolato, E. G. Baggiolini, D. Lollar, and M. R. Uskokovic, J. Am. Chem. Soc. 99:7020 (1977).

    Article  CAS  Google Scholar 

  17. E. L. Eliel, J. K. Koskimies, and B. Lohri, J. Am. Chem. Soc. 100:1614 (1978).

    CAS  Google Scholar 

  18. H. Hagiwara, M. Numata, K. Konishi, and Y. Oka, Chem. Pharm. Bull. 13:253 (1965).

    CAS  Google Scholar 

  19. A. S. Kende and T. P. Demuth, Tetrehedron Lett. 1980:715.

    Google Scholar 

  20. P. A. Grieco, D. S. Clark, and G. P. Withers, J. Org. Chem. 44:2945 (1979).

    CAS  Google Scholar 

  21. J. Yu, J. R. Falck, and C. Mioskowski, J. Org. Chem. 57:3757 (1992).

    CAS  Google Scholar 

  22. J. Freedman, M. J. Vaal, and E. W. Huber, J. Org. Chem. 56:670 (1991).

    Article  CAS  Google Scholar 

  23. D. Seebach, H.-O. Kalinowski, B. Bastani, G. Crass, H. Daum, H. Dorr, N. P. DuPreez, V Ehring, W. Langer, C. Nussler, H.-A. Oei, and M. Schmidt, Helv. Chim. Acta 60:301 (1977).

    Article  CAS  Google Scholar 

  24. G. L. Baker, S. J. Fritschel, J. R. Stille, and J. K. Stille, J. Org. Chem. 46:2954 (1981).

    CAS  Google Scholar 

  25. D. Seebach, H.-O. Kalinowski, B. Bastani, G. Crass, H. Daum, H. Dorr, N. P. DuPreez, V Ehring, W. Langer, C. Nussler, H.-A. Oei, and M. Schmidt, Helv. Chim. Acta 60:301 (1977).

    Article  CAS  Google Scholar 

  26. M. D. Fryzuk and B. Bosnich, J. Am. Chem. Soc. 99:6262 (1977).

    Article  CAS  Google Scholar 

  27. S. Hanessian and R. Frenette, Tetrahedron Lett. 1979:3391.

    Google Scholar 

  28. K. G. Paul, F. Johnson, and D. Favara, J. Am. Chem. Soc. 98:1285 (1976).

    Article  CAS  Google Scholar 

  29. S. D. Burke, J. Hong, J. R. Lennox, and A. P. Mongin, J. Org. Chem. 63:6952 (1998).

    CAS  Google Scholar 

  30. G. Dujardin, S. Rossignol, and E. Brown, Synthesis 1998:763.

    Google Scholar 

  31. P. Henley-Smith, D. A. Whiting, and A. F. Wood, J. Chem. Soc, Perkin Trans. 1 1980:614.

    Google Scholar 

  32. P. Beak and L. G. Carter, J. Org. Chem. 46:2363 (1981).

    CAS  Google Scholar 

  33. M. E. Jung and T. J. Shaw, J. Am. Chem. Soc. 102:6304 (1980).

    CAS  Google Scholar 

  34. P. N. Swepston, S.-T. Lin, A. Hawkins, S. Humphrey, S. Siegel, and A. W Cordes, J. Org. Chem. 46:3754 (1981).

    Article  CAS  Google Scholar 

  35. P. J. Maurer and M. J. Miller, J. Org. Chem. 46:2835 (1981).

    Article  CAS  Google Scholar 

  36. N. A. Porter, J. D. Byers, A. E. Ali, and T. E. Eling, J. Am. Chem. Soc. 102:1183 (1980).

    CAS  Google Scholar 

  37. G. A. Olah, B. G. B. Gupta, R. Malhotra, and S. C. Narang, J. Org. Chem. 45:1638 (1980).

    CAS  Google Scholar 

  38. A. K. Bose, B. Lal, W Hoffman III, and M. S. Manhas, Tetrahedron Lett. 1973:1619.

    Google Scholar 

  39. J. B. Hendrickson and S. M. Schwartzman, Tetrahedron Lett. 1975:277.

    Google Scholar 

  40. J. F. King, S. M. Loosmore, J. D. Lock, and M. Aslam, J. Am. Chem. Soc. 100:1637 (1978); C. N. Sukenik and R. G. Bergman, J. Am. Chem. Soc. 98:6613 (1976).

    CAS  Google Scholar 

  41. R. S. Freedlander, T. A. Bryson, R. B. Dunlap, E. M. Schulman, and C. A. Lewis, Jr., J. Org. Chem. 46:3519 (1981).

    Article  CAS  Google Scholar 

  42. A. Trzeciak and W Bannwarth, Synthesis 1996:1433.

    Google Scholar 

  43. J. Jacobus, M. Raban, and K. Mislow, J. Org. Chem. 33:1142 (1968).

    CAS  Google Scholar 

  44. M. Schmid and R. Barner, Helv. Chim. Acta 62:464 (1979).

    CAS  Google Scholar 

  45. V Eswarakrishnan and L. Field, J. Org. Chem. 46:4182 (1981).

    Article  CAS  Google Scholar 

  46. R. F. Borch, A. J. Evans, and J. J. Wade, J. Am. Chem. Soc. 99:1612 (1977).

    Article  CAS  Google Scholar 

  47. H. S. Aaron and C. P. Ferguson, J. Org. Chem. 33:684 (1968).

    Article  CAS  Google Scholar 

  48. B. Koppenhoefer and V Schuring, Org. Synth. 66:151, 160 (1987).

    Google Scholar 

  49. B. E. Watkins and H. Rapoport, J. Org. Chem. 47:4471 (1982).

    Article  CAS  Google Scholar 

  50. A. Brändstrom, Adv. Phys. Org. Chem. 15:267 (1977); D. Landini, A. Maia, and A. Pampoli, J. Org. Chem. 51:5475 (1986).

    Google Scholar 

  51. R. M. Magid, O. S. Fruchey W L. Johnson, and T. G. Allen, J. Org. Chem. 44:359 (1979).

    Article  CAS  Google Scholar 

  52. R. B. Woodward, R. A. Olofson, and H. Mayer, Tetrahedron Suppl. 8:321 (1966); R. B. Woodward and R. A. Olofson, J. Am. Chem. Soc. 83:1007 (1961); B. Belleau and G. Malek, J. Am. Chem. Soc. 90:1651 (1968).

    Google Scholar 

  53. E. J. Corey, K. C. Nicolaou, and L. S. Melvin, Jr., J. Am. Chem. Soc. 97:654 (1975).

    CAS  Google Scholar 

  54. L. M. Beacham III, J. Org. Chem. 44:3100 (1979).

    Article  CAS  Google Scholar 

  55. J. Huang and J. Meinwald, J. Am. Chem. Soc. 103:861 (1981).

    CAS  Google Scholar 

  56. P. Beak and L. G. Carter, J. Org. Chem. 46:2363 (1981).

    CAS  Google Scholar 

  57. T. Mukaiyama, S. Shoda, T. Nakatsuka, and K. Narasaka, Chem. Lett. 1978:605.

    Google Scholar 

  58. R. U Lemieux, K. B. Hendriks, R. V Stick, and K. James, J. Am. Chem. Soc. 97:4056 (1975).

    CAS  Google Scholar 

  59. T. Mukaiyama, R. Matsueda, and M. Suzuki, Tetrahedron Lett. 1970:1901.

    Google Scholar 

  60. E. J. Corey and D. A. Clark, Tetrahedron Lett. 1979:2875.

    Google Scholar 

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(2002). Functional Group Interconversion by Nucleophilic Substitution. In: Advanced Organic Chemistry. Advanced Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/0-306-47380-1_3

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  • DOI: https://doi.org/10.1007/0-306-47380-1_3

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-0-306-46244-3

  • Online ISBN: 978-0-306-47380-7

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