Carbene complexes in the synthesis of complex natural products: Total synthesis of the calphostins [5]

Journal of the American Chemical Society

Volumn 122, Issue 13, 2000, Pages 3224-3225

  Merlic, Craig A ^a   Aldrich, Courtney C ^a   Albaneze Walker, Jennifer ^a   Saghatelian, Alan ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CALPHOSTIN A; CALPHOSTIN B; CALPHOSTIN C; CALPHOSTIN D; CARBENE; CHROMIUM DERIVATIVE; NATURAL PRODUCT;

CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CLADOSPORIUM; CYCLIZATION; FUNGUS; LETTER; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 0034607461     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja994313+     Document Type: Letter

References (22)

1. (a) Kobayashi, E.; Ando, K.; Nakano, H.; Iida, T.; Ohno, H.; Morimoto, M.; Tamaoki, T. J. Antibiot. 1989, 42, 1470-1474.
2. (b) Iida, T.; Kobayashi, E.; Yoshida, M.; Sano, H. J. Antibiot. 1989, 42, 1475-1481.
3. (a) Weiss, U.; Nasini, G. Prog. Chem. Org. Nat. Prod. 1987, 52, 1-71.
4. (b) Lown, J. W. Can. J. Chem. 1997, 75, 99-119.
5. (a) Kobayashi, E.; Ando, K.; Nakano, H.; Tamaoki, T. J. Antibiol. 1989. 42, 153-155.
6. (b) Kobayashi, E.; Nakano, H.; Morimoto, M.; Tamaoki, T. Biochem. Biophys. Res. Commun. 1989, 159, 548-553.
7. Bruns, R. F.; Miller, D. F.; Merriman, R. L.; Howbert, J. J.; Heath, W. F.; Kobayashi, E.; Takahashi, I.; Tamaoki, T.; Nakano, H. Biochem. Biophys. Res. Commun. 1991, 176, 288-293.
8. Bradshaw, D.; Hill, C. H.; Nixon, J. S.; Wilkinson, S. E. Agents Actions 1993, 38, 135-146.
9. Nishizuka, Y. Cancer 1989, 63, 1892-1903.
10. (a) Broka, C. A. Tetrahedron Lett. 1991, 32, 859-862.
11. (b) Hauser, F. M.; Sengupta, D.; Corlett, S. A. J. Org. Chem. 1994, 59, 1967-1969.
12. (c) Coleman, R. S.; Grant, E. B. J. Am. Chem. Soc. 1995, 117, 10889-10904.
13. Meurer, K. P.; Vöglle, F. Top. Curr. Chem. 1985, 127, 1-76.
14. Diwu, Z.; Lown, J. W. Tetrahedron 1992, 48, 45-54.
15. Merlic, C. A.; Xu, D. J. Am. Chem. Soc. 1991, 113, 7418-7420.
16. (a) Merlic, C. A.; Burns, E. E.; Xu, D.; Chen, S. Y. J. Am. Chem. Soc. 1992, 114, 8722-8724.
17. (b) Merlic, C. A.; Burns, E. E. Tetrahedron Lett. 1993, 34, 5401-5404.
18. See Supporting Information.
19. (a) Liu, J.; Diwu, Z.; Lown, J. W. Synthesis 1995, 914-916.
20. (b) Also see ref 7b.
21. Yamaguchi, S.; Neckchi, M.; Yokoyama, H.; Hirai, Y. Tetrahedron Lett. 1999, 40, 7363-7365.
22. Hofmann, J. FASEB 1997 11, 649-669.