INOC reaction in alkaloid synthesis-stereocontrolled formal total synthesis of (+)-pumiliotoxin C

Heterocycles

Volumn 45, Issue 1, 1997, Pages 147-155

  Toyota, Masahiro ^a   Asoh, Takanobu ^a   Fukumoto, Keiichiro ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001342895     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-96-7655     Document Type: Article

References (23)

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3. A. Padwa, "Comprehensive Organic Synthesis", Pergamon Press, Oxford, New York, Seoul, Tokyo, 1991, 4, 1069.
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5. Physiological property (a) In Alkaloids: Chemical and Biological Perspectives; ed. by S. W. Pelletier Wiley, New York, 1986, vol. 4, p. 162.
6. (b) In The Alkaloids; ed. by G. A. Cordell, Academic Press, San Diego, 1993, vol. 43, p.185.
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11. For chiral syntheses of natural (-)-pumiliotoxin C: (a) ref. 4.
12. (b) M. Bonin, J. Royer, D. S. Grielson, and H.-P. Husson, Tetrahedron Lett., 1986, 27, 1569.
13. (c) S. Murahashi, S. Sasao, E. Saito, and T. Naota, J. Org. Chem., 1992, 57, 2521.
14. idem, Tetrahedron, 1993, 49, 8805.
15. (d) D. L. Comins and A. Dehghani, J. Chem. Soc., Chem. Commun., 1993, 1838.
16. (e) M. Naruse, S. Aoyagi, and C. Kibayashi, Tetrahedron Lett., 1994, 35, 9213. The unnatural (+)-epimer.
17. (f) ref. 4.
18. (g) A. G. Schultz, P. J. McCloskey, and J. J. Court, J. Am. Chem. Soc., 1987, 109, 6493. For recent syntheses of (±)-pumiliotoxin C:
19. (h) D. L. Comins and A. Dehghani, Tetrahedron Lett., 1991, 32, 5697.
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