First total synthesis of (all-E)-(3S, 5R, 6R)-Paracentrone

Tetrahedron Letters

Volumn 37, Issue 22, 1996, Pages 3887-3890

  Haugan, Jarle André ^a,b  

^a NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Norway)

^b STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CAROTENOID; KETONE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; NONHUMAN; PURIFICATION; SEA URCHIN; SYNTHESIS;

ECHINOIDEA;

EID: 0029902988     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00680-6     Document Type: Article

References (16)

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2. Hora, J., Toube, T.P. and Weedon, B.C.L. J. Chem. Soc. (C) (1970) 241.
3. Matsuno, T., Ookubo, M. and Komori, T. J. Nat. Prod. 48 (1985) 606.
4. Haugan, J.A. Acta Chem. Scand. 48 (1994) 657.
5. Haugan, J.A. In preparation.
6. Haugan, J.A. and Liaaen-Jensen, S. In preparation.
7. Bernhard, K. Unpublished results, cf. Widmer, E. Pure and Appl. Chem. 57 (1985) 741.
8. Baumeler, A. and Eugster, C.H. Helv. Chim. Acta 74 (1991) 469.
9. Baumeler, A. and Eugster, C.H. Helv. Chim. Acta 75 (1992) 773.
10. Yamano, Y. and Ito, M. J. Chem. Soc. Perkin Trans. 1 (1993) 1599.
11. Yamano, Y., Tode, C. and Ito, M. J. Chem. Soc. Perkin Trans. 1 (1995) 1895.
12. Haugan, J.A. and Liaaen-Jensen, S. Tetrahedron Lett. (1994) 2245.
13. Haugan, J.A. and Liaaen-Jensen, S. Acta Chem. Scand. 49 (1995) 271.
14. Brown, B.O. and Weedon, B.C.L. Finn. Chem. Lett. (1985) 102.
15. 3) δ 11.6 (C-19′), 12.8 and 12.9 (C-20 and C-20′), 14.0 (C-19), 25.6 (C-7′), 29.3 (C-16), 31.4 (C-18), 32.2 (C-17), 35.8 (C-1), 48.9 (C-4), 49.4 (C-2), 103.2 (C-8), 117.7 (C-6), 123.8 (C-11′), 125.6 (C-11), 128.3 (C-10), 129.4 (C-15′), 132.1 (C-14), 132.2 (C-15), 132.6 (C-9), 135.5 (C-14′), 136.2 (C-12), 137.1 (C-9′), 137.9 (C-13 and C-13′), 140.0 (C-10′), 144.5 (C-12′), 199.4 (C-8′), 202.4 (C-7).
16. Haugan, J.A. In preparation.