Synthesis of the hamigerans. A review

Organic Preparations and Procedures International

Volumn 37, Issue 1, 2005, Pages 1-35

  Clive, Derrick L J ^a   Wang, Jian ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

4 BROMOHAMIGERAN B; ANTIVIRUS AGENT; DEBROMOHAMIGERAN A; DEBROMOHAMIGERAN E; HAMIGERAN A; HAMIGERAN B; HAMIGERAN C; HAMIGERAN D; HAMIGERAN E; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; HERPES VIRUS; POLIOMYELITIS VIRUS; REVIEW; SPONGE (PORIFERA); STEREOCHEMISTRY; STRUCTURE ANALYSIS; X RAY ANALYSIS;

EID: 15944425033     PISSN: 00304948     EISSN: 19455453     Source Type: Journal    
DOI: 10.1080/00304940509355400     Document Type: Review

References (41)

1. K. D. Wellington, R. C. Cambie, P. S. Rutledge and P. R. Bergquist, J. Nat. Prod. 63, 79 (2000).
2. P. A. Searle and T. F. Molinski, J. Am. Chem. Soc., 117, 8126 (1995).
3. T. F. Molinski, Tetrahedron Lett., 37, 7879 (1996).
4. A. Casapullo, L. Minale, F. Zollo and J. Lavayre, J. Nat. Prod., 57, 1227 (1994).
5. R. C. Cambie, C. E. F. Rickard, P. S. Rutledge and K. D. Wellington, Acta Cryst., C57, 958 (2001).
6. K. C. Nicolaou, D. Gray and J. Tae, Angew. Chem. Int. Ed., 40, 3675 (2001).
7. K. C. Nicolaou, D. Gray and J. Tae, Angew. Chem. Int. Ed., 40, 3679 (2001).
8. K. C. Nicolaou, D. L. F. Gray and J. Tae, J. Am. Chem. Soc., 126, 613 (2004).
9. S. Fujisaki, H. Eguchi, A. Omura, A. Okamoto and A. Nishida, Bull. Chem. Soc. Jpn., 66, 1576 (1993).
10. K. Krohn, S. Bernard, U. Florke and N. Hayat, J. Org. Chem., 65, 3218 (2000).
11. D. L. J. Clive and J. Wang, Angew. Chem. Int. Ed., 42, 3406 (2003).
12. D. L. J. Clive and J. Wang, Tetrahedron Lett., 44, 7731 (2003). Full paper
13. D. L. J. Clive and J. Wang, J. Org. Chem., 69, 2773 (2004).
14. A. L. J. Beckwith, G. Phillipou and A. K. Serelis, Tetrahedron Lett., 22, 2811 (1981).
15. T. V. RajanBabu and T. Fukunaga, J. Am. Chem. Soc., 111, 296 (1989).
16. A. Gansäuer and M. Pierobon, Synlett, 1357 (2000).
17. R. G. Cooke and H. Dowd, Aust. J. Chem., 6, 53 (1953).
18. Cf. L. Ruzicka, H. Hösli and K. Hofmann, Helv. Chim. Acta, 19, 370 (1936).
19. Cf. T. Yatabe, H. Kayakiri, Y. Kawai, T. Oku and H. Tanaka, Chem. Pharm. Bull., 46, 1556 (1998).
20. M. Freifelder, Catalytic Hydrogenation in Organic Synthesis. Procedures and Commentary, Wiley: New York, 1978, p 15.
21. P. N. Rylander, Catalytic Hydrogenation over Platinum Metals, Academic Press: New York, 1967, p. 91.
22. A. C. G. Gray and H. Hart, J. Am. Chem. Soc., 90, 2569 (1968).
23. S. F. Martin, Tetrahedron, 36, 419 (1980).
24. K. Fuji, Chem. Rev., 93, 2037 (1993).
25. E. J. Corey and A. Guzman-Perez, Angew. Chem., Int. Edn., 37, 388 (1998).
26. J. Christoffers and A. Mann, Angew. Chem., Int. Edn., 40, 4591 (2001).
27. M. Sannigrahi, Tetrahedron, 55, 9007 (1999).
28. L. Snyder and A. I. Meyers, J. Org. Chem., 58, 7507 (1993).
29. D. A. Sandham and A. Meyers, J. Chem. Soc., Chem. Commun., 2511 (1995).
30. Cf. L. E. Burgess and A. I. Meyers, J. Org. Chem., 57, 1656 (1992).
31. D. L. J. Clive, M. Yu and M. Sannigrahi, J. Org. Chem., 69, 4116 (2004).
32. M. J. Gaunt, J. Yu and J. B. Spencer, J. Org. Chem., 63, 4172 (1998).
33. E. Colvin, Silicon in Organic Synthesis, Butterworth’s, London, 1981, p 12.
34. T. J. Connoly and T. Durst, Tetrahedron, 53, 15969 (1997).
35. C. R. Mateus, W. P. Almeida and F. Coelho, Tetrahedron Lett., 41, 2533 (2000).
36. B. M. Trost, P. D. Greenspan, B. V. Yang and M. G. Saulnier, J. Am. Chem. Soc., 112, 9022 (1990).
37. G. Mehta and H. M. Shinde, Tetrahedron Lett., 44, 7049 (2003).
38. G. Mehta, N. Krishnamurthy and S. R. Karra, J. Am. Chem. Soc., 113, 5765 (1991).
39. B. M. Trost, C. Pissot-Soldermann, I. Chen, and G. M. Schroeder, J. Am. Chem. Soc., 126, 4480 (2004).
40. S. Nishimura, H. Sakamoto and T. Ozawa, Chem. Lett., 855 (1973).
41. E. Piers and S. Y. W. Lau, Abstracts of Papers, 227th ACS National Meeting, Anaheim, CA, United States, March 28-April 1, 2004 (ORGN-427).