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Original Articles

Synthesis of FF8181-A

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Pages 2708-2715 | Received 21 May 2008, Accepted 07 Jul 2008, Published online: 22 May 2014

  • 1) Fritz, G., Mills Jr., G. D., Warther Jr., J. D., and Waters, R. M., Reimer-Tieman adducts as potential insect anti-feedant agents. Reviewing the structure-activity relationship theory of the antifeedant, Warburganal. J. Chem. Ecol., 15, 2607–2623 (1989).
  • 2) Asakawa, Y., Dawson, G. W., Griffiths, D. C., Lallemand, J. Y., Ley, S. V., Mori, K., Mudd, A., Pezechk-LeClaire, M., Pickett, J. A., Watanabe, H., Woodcock, C. M., and Zhong-Ning, Z., Activity of drimane antifeedants and related compounds against aphids, and comparative biological effects and chemical reactivity of (−)- and (+)-Polygodial. J. Chem. Ecol., 14, 1845–1855 (1988).
  • 3) Ying, B. P., Peiser, G. D., Ji, Y. Y., Mathias, K. M., Karasawa, F., and Hwang, Y. S., Structure-activity relationships of phytotoxic sesquiterpenoids from Canella winterana. J. Agric. Food Chem., 43, 826–829 (1995).
  • 4) Kida, T., Shibai, H., and Seto, H., Structure of new antibiotics, Pereniporins A and B from a basidiomycete. J. Antibiot., 39, 613–615 (1986).
  • 5) Hayes, M. A., Wrigley, S. K., Chetland, I., Reynolds, E. E., Ainsworth, A. M., Renno, D. V., Latif, M. A., Cheng, X. M., Hupe, D. J., Charlton, P., and Doherty, A. M., Novel drimane sesquiterpene esters from Aspergillus ustus var. pseudodeflectus with endothelin receptor binding activity. J. Antibiot., 49, 505–512 (1996).
  • 6) Ogawa, T., Ando, K., Tanaka, T., Uosaki, Y., and Matuda, Y., RES-1149-1 and 2, novel non-peptidic endothelin type B receptor antagonists produced by Aspergillus sp. I. Taxonomy of producing strain, fermentation, isolation, and physico-chemical and biological properties. J. Antibiot., 49, 1–5 (1996).
  • 7) Uosaki, Y., Yoshida, M., Ogawa, T., and Saitoh, Y., RES-1149-1 and 2, novel non-peptidic endothelin type B receptor antagonists produced by Aspergillus sp. II. Structure determination and derivatization. J. Antibiot., 49, 6–12 (1996).
  • 8) Ogawa, T., Uosaki, Y., Tanaka, T., Tsukuda, E., Mihara, A., and Matsuda, Y., RES-1149-1 and 2, novel non-peptidic endothelin type B receptor antagonists produced by Aspergillus sp. III. Biochemical properties of RES-1149-1,-2 and structure-activity relationships. J. Antibiot., 49, 168–172 (1996).
  • 9) Loperfido, J. C., Pyrolytic aromatization of dimethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxylate. J. Org. Chem., 38, 399 (1973).
  • 10) Tanis, S. P., and Nakanishi, K., Stereospecific total synthesis of (±)-Warburganal and related compounds. J. Am. Chem. Soc., 101, 4398–4400 (1979).
  • 11) White, J. D., and Burton, L. P., Syntheses of the insect antifeedant (±)-cinnamodial and drimane sesquiterpenoids (±)-isodrimenin and (±)-fragrolide. J. Org. Chem., 50, 357–364 (1985).
  • 12) Mori, K., and Takaishi, H., Synthesis of (−)-Pereniporins A and B, sesquiterpene antibiotics from a basidiomycete. Liebigs Ann. Chem., 939–943 (1989).
  • 13) Wei, X., and Taylor, R. J. K., In situ alcohol oxidation-Wittig reactions. Tetrahedron Lett., 39, 3815–3818 (1998).
  • 14) Shiina, I., Kubota, M., Oshiumi, H., and Hashizume, M., An effective use of benzoic anhydride and its derivatives for the synthesis of carboxylic esters and lactones: A powerful and convenient mixed anhydride method promoted by basic catalysts. J. Org. Chem., 69, 1822–1830 (2004).

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