Synthesis of constanolactone E

Tetrahedron Letters

Volumn 37, Issue 41, 1996, Pages 7407-7408

  Miyaoka, Hiroaki ^a   Shigemoto, Tatsuya ^a   Yamada, Yasuji ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ICOSANOID;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030574012     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01692-9     Document Type: Article

References (14)

1. 1. a) Nagle, D. G.; Gerwick, W. H. J. Org. Chem., 1994, 59, 7227-7237.
2. b) Nagle, D. G.; Gerwick, W. H. Tetrahedron Lett., 1990, 31, 2995-2998.
3. 2. Synthesis of constanolactones A and B: White, J. D.; Jennies, M. S. J. Am. Chem. Soc., 1995, 117, 6224-6233.
4. Synthesis of relative eicosanoid: a) White, J. D.; Jennies, M. S. J. Am. Chem. Soc., 1993, 115, 2970-2971.
5. b) Nagasawa, T.; Handa, Y.; Onoguchi, Y.; Suzuki, K. Bull. Chem. Soc. Jpn. 1996, 69, 31-39.
6. 3. Miyaoka, H.; Kajiwara, M. Chem. Pharm. Bull., 1992, 40, 1659-1661.
7. 4. Miyaoka, H.; Kajiwara, M. J. Chem. Soc., Chem. Commun., 1994, 483-484.
8. 5. Numbering of compounds is in accordance with that for constanolactone E.
9. 3, MeOH, r.t., 98%.
10. 1H-NMR analysis.
11. 2, -78°C, quant.
12. 9. Julia, M.; Paris, J.-M. Tetrahedron Lett., 1973, 4833-4836.
13. 10. Nicolaou, K. C.; Prasad, C. V. C.; Somers, P. K.; Hwang, C.-K. J. Am. Chem. Soc., 1989, 111, 5335-5340.
14. 11. Corey, E. J.; Marfat, A.; Goto, G.; Brion, F. J. Am. Chem. Soc., 1980, 102, 7984-7985.