Total synthesis of progesterone receptor ligands, (-)-PF1092A, B and C

Tetrahedron Letters

Volumn 38, Issue 8, 1997, Pages 1439-1442

  Tatsuta, Kuniaki ^a   Yasuda, Shohei ^a   Kurihara, Ken Ichi ^b   Tanabe, Kiyoshi ^b   Shinei, Rie ^b   Okonogi, Tsuneo ^b  

^a WASEDA UNIVERSITY   (Japan)

^b MEIJI SEIKA KAISHA LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND; PF 1092A; PF 1092B; PF 1092C; PROGESTERONE RECEPTOR; SESQUITERPENE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0031584891     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00042-7     Document Type: Article

References (14)

1. 1. Tabata, Y.; Hatsu, M.; Miike, N.; Yaguchi, T.; Someya, A.; Kurata, Y. Jpn. Kokai Tokkyo Koho JP 08 253,467 (1996).
2. 2. Tabata, Y.; Miike, N.; Hatsu, M.; Kurata, Y.; Yaguchi, T.; Someya, A.; Miyadoh, S.; Hosho, S.; Tsuruoka, T.; Omoto, S. J. Antibiot., in press.
3. 3. Tabata, Y.; Hatsu, M.; Kurata, Y.; Miyajima, K.; Tani, M.; Sasaki, T.; Kodama, Y.; Tsuruoka T.; Omoto, S. J. Antibiot., in press.
4. 4. Yamakawa, K.; Kobayashi, M.; Hinata, S.; Sato, T. Chem. Pharm. Bull., 28, 3265-3274 (1980).
5. 5. a) Mori, K.; Tamura, H. Liebigs Ann. Chem., 1988, 97-105 (1988).
6. b) Kitahara, T.; Kurata, H.; Mori, K. Tetrahedoron ,44, 4339-4349 (1988).
7. 6. Witschel, M. C.; Bestmann, H. J. Tetrahedoron Lett.,36, 3325-3328 (1995).
8. 7. Hanessian, S.; Murrsy, P. J. J. Org. Chem., 52, 1170-1172 (1987).
9. 3): δ 1.18(3H,s), 1.21(3H,d,J=7.0Hz), 1.76(1H,dq,J=2.0 &7.0Hz), 1.91(3H,br s), 2.20(1H, br d,J=16.0Hz), 2.42(1H,dd,J=4.0 &20.0Hz), 2.59(1H,ddd,J=3.0,4.0 &20.0Hz), 2.83(1H,d, J=16.0Hz), 4.04(1H,br s), 5.76(1H,br t,J=4.0Hz), 5.99(1H,s).
10. 9. Horiguchi, Y.; Furukawa, T.; Kuwajima, I. J. Am. Chem. Soc., 111, 8277-8279 (1989).
11. 10. Stork, G.; Singh, J. J. Am. Chem. Soc., 96, 6181-6182 (1974).
12. 11. House, H. O.; Crumrine, D. S.; Teranishi, A. Y.; Olmstead, H. D. J. Am. Chem. Soc., 95, 3310-3324 (1973).
13. 12. Arigoni, D.; Vasella, A.; Sharpless, K. B.; Jensen, H. P. J. Am. Chem. Soc., 95, 7917-7919 (1973).
14. 13. Kurihara, K.; Tanabe, K.; Shinei, R.; Okonogi, T.; Yasuda, S.; Tatsuta, K. J. Antibiot., in press.