Total syntheses of lamellarin D and H. The first synthesis of lamellarin-class marine alkaloids

Tetrahedron

Volumn 53, Issue 17, 1997, Pages 5951-5962

  Ishibashi, Fumito ^a   Miyazaki, Yuka ^a   Iwao, Masatomo ^a  

^a NAGASAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CYTOTOXIC AGENT;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030942425     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00287-1     Document Type: Article

References (15)

1. Andersen, R. J.; Faulkner, D. J.; Cun-heng, H.; Van Duyne, G. D.; Clardy, J. J. Am. Chem. Soc. 1985, 107, 5492-5495.
2. Lindquist, N.; Fenical, W.; Van Duyne, G. D.; Clardy, J. J. Org. Chem. 1988, 53, 4570-4574.
3. Carroll, A. R.; Bowden, B. F.; Coll, J. C. Au.st. J. Chem. 1993, 46, 489-501 .
4. Iwao, M., Kuraishi, T.; Bull. Chem. Soc. Jpn. 1980, 53, 297-298.
5. a) Chen, C.-H.; Soine, T. O.; Lee, K.-H. J. Pharm. Sci. 1971, 60, 1634-1638.
6. b) Battersby, A. R.; Le Count, D. J.; Garratt, S., Thrift, R. I. Tetrahedron 1961, 14, 46-53.
7. a) Mondelli, R.; Merlini, L. Tetrahedron 1966, 22, 3253-3273. See also:
8. b) Yamazaki, M.; Noda, K.; Hamana, M. Chem. Pherm. Bull. 1970, 18, 908-915. For a review, see:
9. c) Elguero, J.; Marzin, C.; Katritzky, A. R.; Linda, P. The Tautomerism of Heterocycles, Academic Press, Inc.: New York, 1976; pp 186-201.
10. Douglas, K. W.; Gulland, J. M. J. Chem. Soc. 1931, 2893.
11. Robertson, D. W.; Beedle, E. E.; Krushinski, J. H.; Pollock, G. D.; Wilson, H.; Wyss, V. L.; Hayes, J. S. J. Med. Chem. 1985, 28, 717-727.
12. a) Torii, S.; Tanaka, H ; Siroi, T.; Akada, M. J. Org. Chem. 1979, 44, 3005-3010.
13. b) Rao, D. V.; Stuber, F. A. Synthesis 1983, 308.
14. Vedejs, E.; Engler, D A.; Mullins, M. J. J. Org. Chem. 1977, 42, 3109-3113.
15. Pearlman, W. M. Tetrahedron Lett., 1967, 1663-1664.