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Volumn 27, Issue 1, 2009, Pages 16-18

Synthesis of tonghaosu analogues

Author keywords

Antifeedant; Epoxide; Natural product; Rearrangement; Spiroketal

Indexed keywords


EID: 58649084364     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.200990010     Document Type: Article
Times cited : (2)

References (25)
  • 3
    • 58649098260 scopus 로고    scopus 로고
    • The results were partially published in: Wu, Z.-H.; Wang, J.; Li, J.-C.; Chen, Y.-Z.; Yu, A.-J.; Feng, Z.-R.; Shen, J.; Wu, Y.-L.; Gao, P. F.; Wang, Y. L. Nat. Prod. R&D (China), 1994, 6, 1 (in Chinese).
    • The results were partially published in: Wu, Z.-H.; Wang, J.; Li, J.-C.; Chen, Y.-Z.; Yu, A.-J.; Feng, Z.-R.; Shen, J.; Wu, Y.-L.; Gao, P. F.; Wang, Y. L. Nat. Prod. R&D (China), 1994, 6, 1 (in Chinese).
  • 4
    • 58649108144 scopus 로고    scopus 로고
    • Tonghaosu and its analogues were also isolated from closely related plant Chrsanthemum coronarium L. and other plants of tribe Athemdeae: (a) Bohlmann, F.; Burkhardt, T.; Zdero, C. Naturally Occurring Acetylenes, Academic Press, London, 1973.
    • Tonghaosu and its analogues were also isolated from closely related plant Chrsanthemum coronarium L. and other plants of tribe Athemdeae: (a) Bohlmann, F.; Burkhardt, T.; Zdero, C. Naturally Occurring Acetylenes, Academic Press, London, 1973.
  • 5
    • 58649104273 scopus 로고
    • Eds, Heywood, V. H, Harborne, J. B, Turner, B. L, Academic Press, London, Chapter 32
    • (b) Greger, H. In The Biology and Chemistry of Compositae, Eds.: Heywood, V. H.; Harborne, J. B.; Turner, B. L., Academic Press, London, 1977, Chapter 32.
    • (1977) The Biology and Chemistry of Compositae
    • Greger, H.1
  • 19
    • 61349195809 scopus 로고    scopus 로고
    • Just before submission of this manuscript, Robertson and Naud published an elegant way to convert the endocyclic C-C bond to vicinal diol: Robertson, J.; Naud, S. Org. Lett. 2008, 10, 5445.
    • Just before submission of this manuscript, Robertson and Naud published an elegant way to convert the endocyclic C-C bond to vicinal diol: Robertson, J.; Naud, S. Org. Lett. 2008, 10, 5445.
  • 25
    • 58649107204 scopus 로고    scopus 로고
    • Data for 11a (colorless oil, 1H NMR (CDCl3, 300 MHz) δ: 7.35-7.21 (m, 5H, 6.24 (s, 1H, 4.26 (d, J=2.9 Hz, 1H, 4.20-4.13 (m, 1H, 4.05-3.98 (m, 1H, 3.88 (d, J=3.0 Hz, 1H, 2.36-2.02 (m, 4H, 13C NMR (100 MHz, CDCl3) δ: 151.7, 135.2, 128.5, 128.1, 126.4, 112.2, 107.4, 69.6, 59.6, 52.9, 32.1, 24.6; FT-IR (film) ν: 3059, 2924, 1677, 1389, 1230, 1137, 1086, 1018, 919, 701 cm-1; EI-MS m/z, 230 (M, 34, 160 (38, 118 (39, 116 (42, 115 (78, 112 (100, 90 (31, 71 (49, EI-HRMS calcd for C14H14O3 (M, 230.0943, found 230.0947. Data for 11b (colorless oil, 1H NMR (CDCl 3, 300 MHz) δ: 7.31-7.24 (m, 4H, 6.17 (s, 1H, 4.19-4.12 (m, 2H, 4.05-3.88 (m, 2H, 2.38-2.00 (m, 4H, 13C NMR (100 MHz, CDCl3) δ: 152.1, 133.7, 132.1, 129.2, 128.7, 112.3, 106.2, 69.7, 59.5, 52
    • +) 244.1099, found 244.1104.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.