Stereoselective approach to the dihydroagarofuran framework via directed intramolecular radical addition

Tetrahedron Letters

Volumn 38, Issue 7, 1997, Pages 1141-1144

  White, James D ^a   Shin, Hyunik ^a  

^a OREGON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AGAROFURAN DERIVATIVE; SESQUITERPENE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 0031575573     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00009-9     Document Type: Article

References (17)

1. 1. Smith, R. M. in The Alkaloids; Manske, R. H. F., Ed.; Academic Press: New York, 1977, Vol. 16, pp 215-248.
2. 2. Kupchan, S. M.; Smith, R. M.; Bryan, R. F. J. Am. Chem. Soc. 1970, 92, 6667.
3. 3. (a) Sugiura, K.; Shizuri, Y.; Wada, H.; Yamada, K.; Hirata, Y. Tetrahedron Lett. 1971, 2733.
4. (b) Han, B. H.; Park, M. K.; Ryu, J. H.; Park, J. H.; Naoki, H. Phytochemistry 1990, 29, 2303.
5. (c) Kuo, Y.-H.; Chen, C-H.; Kuo, L.-M.; King, M-L.; Wu, T.-S.; Lu, S.-T.; Chen, I.-S.; McPhail, D. R.; McPhail, A. T.; Lee, K.-H. Heterocycles 1989, 29, 1465.
6. 4. Crombie, L.; Crombie, W. M. L.; Whiting, D. A. in The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1990, Vol. 39, pp 139-164.
7. 5. White, J. D. Pure Appl. Chem. 1994, 66, 2183.
8. 6. White, J. D.; Cutshall, N. S.; Kim, T.-S.; Shin, H. J. Am. Chem. Soc. 1995, 117, 9780.
9. 7. Mander, L. N.; Sethi, S. P. Tetrahedron Lett. 1984, 25, 5953.
10. 8. Kraus, G. A.; Taschner, M. J. J. Org. Chem. 1980, 45, 1175.
11. 9. Gemal, A. L.; Luche, J.-L. J. Am. Chem. Soc. 1981, 103, 5454.
12. 10. Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237.
13. 11. Ihara, M.; Yasui, K.; Taniguchi, N.; Fukumoto, K. J. Chem. Soc. Perkin Trans. 1 1990, 1469.
14. 12. Curran, D. P.; Porter, N. A.; Giese, B. in Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996, pp 56-57.
15. 13. Pezechk, M.; Brunetiere, A. P.; Lallemand, J. P. Tetrahedron Lett. 1986, 27, 3715.
16. 14. Beckwith, A. L. J.; Schiesser, C. H. Tetrahedron 1985, 41, 3925.
17. 15. Spellmeyer, D. C.; Houk, K. N. J. Org. Chem. 1987, 52, 959.