The enantiocontrolled total synthesis of natural (-)-goniomitine

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 7, 1991, Pages 462-464

  Takano, Seiichi ^a   Sato, Tsutomu ^a   Inomata, Kohei ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

GONIOMITINE; INDOLE ALKALOID; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0025797238     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39910000462     Document Type: Article

References (18)

1. L. Randriambola, J.-C. Quirion, C. Kan-Fan and H.-P. Husson, Tetrahedron Lett., 1987, 28, 2123
2. C. Hashimoto and H.-P. Husson, Tetrahedron Lett., 1988, 29, 4563, Racemic synthesis of the des-ethyl analogue, see:
3. S. Takano, K. Inomata and K. Ogasawara, J. Chem. Soc., Chem. Commun., 1989, 1591
4. S. Takano, K. Inomata and K. Ogasawara, Chem. Lett., 1989, 359
5. S. Takano, T. Sato, K. Inomata, M. Takahashi and K. Ogasawara, J. Chem. Soc., Chem. Commun., 1990, 290
6. S. Takano, T. Sato, K. Inomata and K. Ogasawara, Heterocycles, 1990, 31, 411
7. S. Takano, K. Inomata and K. Ogasawara, J. Chem. Soc., Chem. Commun., 1990, 1545
8. T. Tsuda, T. Fujii, K. Kawasaki and T. Saegusa, J. Chem. Soc., Chem. Commun., 1980, 1013
9. R.B. Woodward, I.J. Pachters and M.L. Scheinbaum, Org. Synth., 1988, 6, 1016
10. S. Takano, K. Hiroya and K. Ogasawara, Chem. Lett., 1983, 255
11. S. Takano and K. Ogasawara, J. Synth. Org. Chem., Jpn., 1977, 35, 795, For a review on the utilization of α-diketone monothioketals in alkaloid synthesis, see:
12. J.A. Marshall and D.E. Seitz, J. Org. Chem., 1974, 39, 1814, Cf
13. S. Takano, S. Hatakeyama and K. Ogasawara, J. Chem. Soc., Perkin Trans. 1, 1980, 457, Cf. and references cited therein.
14. E.J. Corey and P.L. Fuchs, Tetrahedron Lett., 1972, 3769
15. H.M. Colquhoun, J. Holton, D.J. Thompson and M.V. Twigg, New Pathways for Organic Synthesis–Practical Application of Transition Metals, 1984, 283, Plenum Press, New York
16. T. Sakamoto, Y. Kondo and H. Yamanaka, Heterocycles, 1986, 24, 31
17. O. Mitsunobu, Synthesis, 1981, 1
18. L.-F. Tietze and T. Eicher, Reaktionen und Synthesen in Organisch-Chemischen Praktikum, 1981, 163, Thieme, Stuttgart