Re-revision of the stereo structure of piperidine lactone, an intermediate in the synthesis of febrifugine

Chemical and Pharmaceutical Bulletin

Volumn 50, Issue 7, 2002, Pages 1011-1012

  Takeuchi, Yasuo ^a   Azuma, Kumiko ^a   Abe, Hitoshi ^a   Sasaki, Kenji ^a   Harayama, Takashi ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

Febrifugine; Piperidine lactone; Structure determination

Indexed keywords

ANTIMALARIAL AGENT; FEBRIFUGINE; LACTONE DERIVATIVE; PIPERIDINE DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; LACTONE; PIPERIDINE LACTONE; QUINAZOLINE DERIVATIVE;

ARTICLE; CIS ISOMER; DRUG STRUCTURE; DRUG SYNTHESIS; STRUCTURE ANALYSIS; TRANS ISOMER; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

ANTIMALARIALS; INDICATORS AND REAGENTS; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PIPERIDINES; QUINAZOLINES;

EID: 0036635114     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.50.1011     Document Type: Article

References (28)

1. Koepfli J. B., Mead J. F., Brockman J. A., Jr., J. Am. Chem. Soc., 69, 1837 (1947).
2. Koepfli J. B., Mead J. F., Brockman J. A., Jr., J. Am. Chem. Soc., 71, 1048-1054 (1949).
3. Ablondi F., Gordon S., Morton J., II, Williams J. H., J. Org. Chem., 17, 14-18 (1952).
4. Hutchings B. L, Gordon S., Ablondi F., Wolf C. F., Williams J. H., J. Org. Chem., 17, 19-34 (1952).
5. Koepfli J. B., Mead J. F., Brockman J. A., Jr., J. Am. Chem. Soc., 69, 1837 (1947).
6. Baker B. R., McEvoy F. J., Schaub R. E., Joseph J. P., Williams J. H., J. Org. Chem., 18, 178-183 (1953).
7. Hill R. K., Edwards A. G., Chem. Ind., 1962, 858.
8. Baker B. R., Schaub R. E., McEvoy F. J., Williams J. H., J. Org. Chem., 17, 132-140 (1952).
9. Baker B. R., McEvoy F. J., Schaub R. E., Joseph J. P., Williams J. H., J. Org. Chem., 18, 153-177 (1953).
10. Baker B. R., McEvoy F. J., J. Org. Chem., 20, 136-142 (1955).
11. Barringer D. F., Jr., Berkelhammer G., Wayne R. S., J. Org. Chem., 38, 1937-1940 (1973).
12. Kobayashi S., Ueno M., Suzuki R., Ishitani H., Tetrahedron Lett., 40, 2175-2178 (1999).
13. Kobayashi S., Ueno M., Suzuki R., Ishitani H., Kim H.-S., Wataya Y., J. Org. Chem., 64, 6833-6841 (1999).
14. Murata K., Takeno F., Fushiya S., Oshima Y., J. Nat. Prod., 61, 729-733 (1998).
15. Takaya Y., Tasaka H., Chiba T., Uwai K., Tanitsu M., Kim H.-S., Wataya Y., Miura M., Takeshita M., Oshima Y., J. Med. Chem., 42, 3163-3166 (1999).
16. Takeuchi Y., Tokuda S., Takagi T., Koike M., Abe H., Harayama T., Shibata Y., Kim H.-S., Wataya Y., Heterocycles, 51, 1869-1875 (1999).
17. Takeuchi Y., Koike M., Azuma K., Nishioka H., Abe H., Kim H.-S., Wataya Y., Harayama T., Chem. Pharm. Bull., 49, 721-725 (2001).
18. Takeuchi Y., Abe H., Harayama T., Chem. Pharm. Bull., 47, 905-906 (1999).
19. Takeuchi Y., Hattori M., Abe H., Harayama T., Synthesis, 1999, 1814-1818.
20. Takeuchi Y., Azuma K., Takakura K., Abe H., Harayama T., Chem. Commun., 2000, 1643-1644.
21. Taniguchi T., Ogasawara K., Org. Lett., 2, 3193-3195 (2000).
22. Takeuchi Y., Azuma K., Takakura K., Abe H., Kim H.-S., Wataya Y., Harayama T., Tetrahedron, 57, 1213-1218 (2001).
23. Ooi H., Urushibara A., Esumi T., Iwabuchi Y., Hatakeyama S., Org. Lett., 3, 953-955 (2001).
24. Sugiura M., Kobayashi S., Org. Lett., 3, 477-480 (2001).
25. Sugiura M., Hagio H., Hirabayashi R., Kobayashi S., Synlett, 2001, 1225-1228.
26. Okitsu O., Suzuki R., Kobayashi S., J. Org. Chem., 66, 809-823 (2001).
27. Okitsu O., Suzuki R., Kobayashi S., Synlett, 2000, 989-990.
28. Burgess L. E., Gross E. K. M., Jurka J., Tetrahedron Lett., 37, 3255-3258 (1996).