Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

Tetrahedron Asymmetry

Volumn 16, Issue 4, 2005, Pages 827-831

  Theeraladanon, Chumpol ^a   Arisawa, Mitsuhiro ^a   Nakagawa, Masako ^a,b   Nishida, Atsushi ^a  

^a CHIBA UNIVERSITY   (Japan)

^b KANAGAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; ANGUSTUREINE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BARK; DRUG DETERMINATION; DRUG ISOLATION; DRUG SYNTHESIS; MITSUNOBU REACTION; PRIORITY JOURNAL; RING CLOSING METATHESIS;

EID: 13844275052     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.12.022     Document Type: Article

References (25)

1. I. Jacquemond-Collet, S. Hannedouche, N. Fabre, and I. Fourasté Phytochemistry 51 1999 1167 1169
2. J.H. Rakotoson, N. Fabre, I. Jacquemond-Collet, S. Hannedouche, I. Fourasté, and C. Moulis Planta Med. 64 8 1998 762 763
3. I. Mester Fitoterapia 44 1973 123 152
4. P.J. Houghton, T.Z. Woldemariam, T. Watanabe, and M. Yates Planta Med. 65 1999 250 254
5. I. Jacquemond-Collet, F. Benoit-Vical, Mustofa, A. Valentin, E. Stanislas, and M. Mallié Planta Med. 68 2002 68 69
6. A. Nishida, H. Sorimachi, M. Iwaida, M. Matsumizu, T. Kawate, and M. Nakagawa Synlett 1998 389 390
7. P. Schwab, M.B. France, J.W. Ziller, and R.H. Grubbs Angew. Chem., Int. Ed. 34 1995 2039 2041
8. R.H. Grubbs J. Am. Chem. Soc. 110 1988 960 961
9. M. Scholl, S. Ding, C.W. Lee, and R.H. Grubbs Org. Lett. 1 1999 953 956
10. M. Arisawa, E. Takezawa, A. Nishida, M. Mori, and M. Nakagawa Synlett 1997 1179 1180
11. M. Nakagawa, Y. Torisawa, H. Uchida, and A. Nishida J. Synth. Org. Chem. Jpn. 57 1999 1004 1005
12. M. Arisawa, C. Kato, H. Kaneko, A. Nishida, and M. Nakagawa J. Chem. Soc., Perkin Trans. 1 2000 1873 1876
13. M. Arisawa, H. Kaneko, A. Nishida, K. Yamaguchi, and M. Nakagawa Synlett 2000 841 843
14. M. Arisawa, M. Takahashi, E. Takezawa, T. Yamaguchi, Y. Torisawa, A. Nishida, and M. Nakagawa Chem. Pharm. Bull. 48 2000 1593 1596
15. M. Arisawa, H. Kaneko, A. Nishida, and M. Nakagawa J. Chem. Soc., Perkin Trans. 1 2002 959 964
16. M. Arisawa, Y. Terada, M. Nakagawa, and A. Nishida Angew. Chem., Int. Ed. 41 2002 4732 4734
17. T. Nagata, M. Nakagawa, and A. Nishida J. Am. Chem. Soc. 125 2003 7484 7485
18. K. Ono, M. Nakagawa, and A. Nishida Angew. Chem., Int. Ed. 43 2004 2020 2023
19. Y. Terada, M. Arisawa, M. Nakagawa, and A. Nishida Angew. Chem., Int. Ed. 43 2004 4063 4067
20. M. Arisawa, C. Theeraladanon, A. Nishida, and M. Nakagawa Tetrahedron Lett. 42 2001 8029 8033
21. C. Theeraladanon, M. Arisawa, A. Nishida, and M. Nakagawa Tetrahedron 60 2004 3017 3035
22. W. Wang, S. Lu, P. Yang, X. Han, and Y. Zhou J. Am. Chem. Soc. 125 2003 10536 10537
23. O. Mitsunobu Synthesis 1981 1 28
24. B.S. Lee, J.H. Lee, and D.Y. Chi J. Org. Chem. 67 2002 7884 7886
25. G. Domínguez, L. Casarrubios, J. RodrIÍguez-Noriega, and J. Pérez-Castells Helv. Chim. Acta 87 2002 2856 2861