Skip to main content
Log in

Recent advances in the field of the synthesis of juvenile hormones

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

The review considers recent advances in the field of the synthesis of juvenile hormones — briefly with respect to fundamental investigations up to 1975, and in more detail in relation to studies of the last 8–10 years, including investigations by the authors.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. K. Slàma, M. Romaňuk, and F. Štorm, Insect Hormones and Bioanalogues, Springer, New York (1974).

    Google Scholar 

  2. Yu. S. Tsizin and A. A. Drabkina, Usp. Khim.,39, 1074 (1970).

    Google Scholar 

  3. M. Z. Krimer and A. A. Shamshurin, The Chemistry of the Juvenile Hormone and Its Analogues [in Russian], Kishinev (1972).

  4. J. J. Menn and M. Beroza, Insect Juvenile Hormones, Academic Press, New York (1972).

    Google Scholar 

  5. K. Mori, Recent Developments in the Chemistry of Natural Carbon Compounds,9, 124 (1979).

  6. W. Sobótka and R. Sterzycki, Pr. Nauk Inst. Chem. Org. Fiz. Politechn. Wrocław,14, 5, (1970)

    Google Scholar 

  7. A. Zabza, Pr. Nauk. Inst. Chem. Org. Fiz. Politechn. Wrocław,14, 49 (1979).

    Google Scholar 

  8. K. J. Judy, D. A. Schooley, L. L. Dunham, M. S. Hall, B. J. Bergot, and J. B. Sidall, Proc. Natl. Acad. Sci. USA,70, 1509 (1973).

    Google Scholar 

  9. A. S. Meyer, H. A. Schneiderman, E. Hansmann, and J. H. Ko, Proc. Natl. Acad. Sci. USA,60, 853 (1968).

    Google Scholar 

  10. H. Röller, J. S. Bjerke, L. M. Holthans, D. W. Norgard, and W. H. McShan, J. Insect. Physiol.,15, 379 (1969).

    Google Scholar 

  11. B. J. Bergot, G. C. Jamieson, M. A. Ratcliff, and D. A. Schooley, Science,210, 336 (1980).

    Google Scholar 

  12. K. H. Dahm, B. M. Trost, and H. Höller, J. Am. Chem. Soc.,89, 5292 (1967).

    Google Scholar 

  13. K. Kakanishi, P. A. Schooley, M. Koreeda, and J. Dillon, J. Chem. Soc. Chem. Commun., 1235 (1971).

  14. P. Loew and W. S. Johnson, J. Am. Chem. Soc.,93, 3765 (1971).

    Google Scholar 

  15. A. S. Meyer, E. Hanzmann, and R. C. Murphy, Proc. Natl. Acad. Sci. USA,68, 2312 (1971).

    Google Scholar 

  16. D. J. Faulkner and M. R. Petersen, J. Am. Chem. Soc.,93, 3766 (1971).

    Google Scholar 

  17. D. J. Faulkner and M. R. Petersen, J. Am. Chem. Soc.,95, 553 (1973).

    Google Scholar 

  18. E. J. Corey, J. A. Katzenellenbogen, N. W. Gilman, S. A. Roman, and B. W. Erickson, J. Am. Chem. Soc.,90, 5618 (1968).

    Google Scholar 

  19. E. E. van Tamelen and T. J. Curphey, Tetrahedron Lett., 121 (1962).

  20. E. E. van Tamelen and K. B. Sharpless, Tetrahedron Lett., 2655 (1967).

  21. G. H. Posner, Organic Reactions,19, 1 (1972).

    Google Scholar 

  22. E. J. Corey, N. W. Gilman, and B. E. Ganem, J. Am. Chem. Soc.,90, 5616 (1968).

    Google Scholar 

  23. S. Kobayashi and T. Mukaiyama, Chem. Lett., 1425 (1974).

  24. T. Mukaiyama, H. Toda, and S. Kobayashi, Chem. Lett., 535 (1975).

  25. R. J. Anderson, V. I. Corbin, G. Cotterrell, G. R. Cox, C. A. Henrick, F. Schaub, and J. B. Siddall, J. Am. Chem. Soc.,97, 1197 (1975).

    Google Scholar 

  26. C. Chuit, G. Cahiez, and J. Normant, Tetrahedron,32, 1675 (1976).

    Google Scholar 

  27. H. Kleijn, H. Westmijze, J. Meijer, and P. Vermeer, Rec. Trav. Chim.,100, 249 (1981).

    Google Scholar 

  28. W. Biernackii and A. Gdula, Synthesis, 37 (1979).

  29. M. Julia, S. Julia, and R. Guédan, Bull. Soc. Chim. France, 1072 (1960).

  30. S. F. Brady, M. A. Ilton, and W. S. Johnson, J. Am. Chem. Soc.,90, 2882 (1968).

    Google Scholar 

  31. W. Biernacki, Pol. J. Chem.,54, 777 (1980).

    Google Scholar 

  32. K. Mori, M. Ohki, A. Sato, and M. Matsui, Tetrahedron,28, 3739 (1972).

    Google Scholar 

  33. K. Moei, Tetrahedron,28, 3747 (1972).

    Google Scholar 

  34. T. Hiyama, A. Kanakura, H. Yamamoto, and H. Hozaki, Tetrahedron Lett., 3051 (1978).

  35. L. Skattebøl, J. Org. Chem.,31, 1554 (1966).

    Google Scholar 

  36. F. E. Zeigler, Acc. Chem. Res.,10, 227 (1977).

    Google Scholar 

  37. W. S. Johnson, T. J. Brocksom, P. Loew, D. H. Rich, L. Werthemann, R. A. Arnold, T.-t. Li, and D. J. Faulkner, J. Am. Chem. Soc.,92, 4463 (1970).

    Google Scholar 

  38. P. Loew, J. B. Siddall, V. L. Spain, and L. Werthemann, Proc. Natl. Acad. Sci. USA,67, 1462 (1970).

    Google Scholar 

  39. K. Imai, S. Marumo, and M. Ohtaki, Tetrahedron Lett.,15, 1211 (1976).

    Google Scholar 

  40. Y. Suzuki, K. Imai, and S. Marumo, J. Am. Chem. Soc.,96, 3703 (1974).

    Google Scholar 

  41. K. Imai and S. Marumo, J. Am. Chem. Soc.,96, 5925 (1974).

    Google Scholar 

  42. T. Fujisawa, T. Sato, Y. Gotoh, M. Kawashima, and T. Kawara, Bull. Chem. Soc. Jpn.,55, 3555 (1982).

    Google Scholar 

  43. W. C. Still, J. H. McDonald III, D. B. Collum, and A. Mitra, Tetrahedron Lett., 593 (1979).

  44. R. J. Anderson, C. A. Hendrick, and J. B. Siddall, J. Am. Chem. Soc.,92, 735 (1970).

    Google Scholar 

  45. E. E. van Tamelen and J. P. McCormick, J. Am. Chem. Soc.,92, 737 (1970).

    Google Scholar 

  46. R. J. Anderson, C. A. Hendrick, J. B. Siddall, and R. Zurfluh, J. Am. Chem. Soc.,94, 5379 (1972).

    Google Scholar 

  47. M. Ohki, K. Mori, and M. Matsui, Agr. Biol. Chem.,38, 175 (1974).

    Google Scholar 

  48. S. Tanaka, H. Yamamoto, H. Nozaki, K. B. Sharpless, R. C. Michaelson, and J. D. Cutting, J. Am. Chem. Soc.,96, 5254 (1974).

    Google Scholar 

  49. A. Yasuda, S. Tanaka, H. Yamamoto, and H. Nozaki, Bull. Chem. Soc. Jpn.,52, 1701 (1979).

    Google Scholar 

  50. K. B. Sharpless and R. C. Michaelson, J. Am. Chem. Soc.,95, 6136 (1973).

    Google Scholar 

  51. F. W. Eastwood, K. J. Harrington, J. S. Josan, J. L. Pura, Tetrahedron Lett., 5223 (1970).

  52. K. Kondo, A. Negishi, K. Matsui, D. Tunemoto, and S. Masamune, J. Chem. Soc. Chem. Commun., 1311 (1972).

  53. Ph. L. Stotter and R. E. Hornish, J. Am. Chem. Soc.,95, 4444 (1973).

    Google Scholar 

  54. J.-P. Demoute, D. Hainaut, and E. Toromanoff, Compt. Rend. Acad. Sci. Ser. C.,277, 49 (1973).

    Google Scholar 

  55. A. B. Lozanova, A. M. Moiseenkov, and A. V. Semenovskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2783 (1982).

  56. K. Mori, M. Matsui, J. Fukami, and M. Ohtaki, Agr. Biol. Chem.,35, 1116 (1971).

    Google Scholar 

  57. K. Mori, A. Sato, and M. Matsui, Agr. Biol. Chem.,36, 1931 (1972).

    Google Scholar 

  58. E. V. Polunin and A. M. Moiseenkov, Izv. Akad. Nauk SSSR, Ser. Khim., 1568 (1983).

Download references

Authors

Additional information

N. D. Zelinskii Institute of Organic Chemistry of the Academy of Sciences of the USSR, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 133–146, March–April, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lozanova, A.V., Moiseenkov, A.M. Recent advances in the field of the synthesis of juvenile hormones. Chem Nat Compd 22, 123–135 (1986). https://doi.org/10.1007/BF00574723

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00574723

Keywords

Navigation