Total syntheses of palmarumycins CP1 and CP2 and CJ-12,371: Novel spiro-ketal fungal metabolites

Chemical Communications

Volumn , Issue 7, 1998, Pages 809-810

  Barrett, Anthony G M ^a   Hamprecht, Dieter ^a   Meyer, Thorsten ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001712523     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a800237a     Document Type: Article

References (30)

1. K. Krohn, A. Michel, U. Flörke, H.-J. Aust, S. Draeger and B. Schulz, Liebigs Ann. Chem., 1994, 1093;
2. 1994, 1099.
3. G. Schlingmann, R. R. West, L. Milne, C. J. Pearce and G. T. Carter, Tetrahedron Lett., 1993, 34, 7225;
4. F. Petersen, T. Moerker, F. Vanzanella and H. H. Peter, J. Antibiot., 1994, 47, 1098;
5. R. Thiergardt, P. Hug, G. Rihs and H. H. Peter, Tetrahedron Lett., 1994, 35, 1043;
6. Tetrahedron, 1995, 51, 733.
7. H. A. Weber, N. C. Baezinger and J. B. Gloer, J. Am. Chem. Soc., 1990, 112, 6718;
8. H. A. Weberand J. B. Gloer, J. Org. Chem., 1991, 56, 4355;
9. S. B. Singh, D. L. Zink, J. M. Liesch, R. G. Ball, M. A. Goetz, E. A. Bolessa, R. A. Giacobbe, K. C. Silverman, G. F. Bills, F. Pelacz, C. Cascales, J. B. Gibbs and R. B. Lingham, J. Org. Chem., 1994, 59, 6296.
10. M. Chu, I. Truumees, M. G. Patel, V. P. Gullo and M. S. Puar, J. Org. Chem., 1994, 59, 1222;
11. M. Chu, I. Truumees, M. G. Patel, V. P. Gullo, C. Blood, I. King, J.-K. Pai and M. S. Puar, Tetrahedron Lett., 1994, 35, 1343;
12. M. Chu, I. Truumees, M. G. Patel, C.-Blood, P. R. Das and M. S. Puar, J. Antibiot., 1995, 48, 329;
13. M. Chu, M. G. Patel, J.-K. Pai, P. R. Das and M. S. Puar, Biorg. Chem. Lett., 1996, 6, 579;
14. G. Schlingmann, S. Matile, N. Berova, K. Nakanishi and G. T. Carter, Tetrahedron, 1996, 52, 435;
15. G. Bringmann, S. Busemann, K. Krohn and K. Beckmann, Tetrahedron, 1997, 53, 1655;
16. K. Krohn, K. Beckmann, U. Flörke, H.-J. Aust, S. Draeger, B. Schulz, S. Busemann and G. Bringmann, Tetrahedron, 1997, 53, 3101.
17. P. Wipf and J.-K. Jung, Angew. Chem., Int. Ed. Engl., 1997, 36, 764.
18. K. Krohn, K. Beckmann, H.-J. Aust, S. Draeger, B. Schulz, S. Busemann and G. Bringmann, Liebig Ann. Red., 1997, 2531.
19. H. Erdmann, Ann. Chem., 1888, 247, 356.
20. For examples of benzylic oxidations using chromium reagents, see: N. Chidambaram and S. Chandrasekaran, J. Org. Chem., 1987, 52, 5048;
21. R. Rathore, N. Saxena and S. Chandrasekaran, Synth. Comm., 1986, 16, 1493;
22. J. Muzart, Tetrahedron Lett., 1987, 28, 2131;
23. R. Rangarajan and E. J. Eisenbraun, J. Org. Chem., 1985, 50, 2435;
24. B. M. Choudary, A. D. Prasad, V. Bhuma and V. Swapna, J. Org. Chem., 1992, 57, 5841.
25. B. W. Bycroft and J. C. Roberts, J. Chem. Soc., 1963, 4868.
26. M. V. Bhatt and S. U. Kulkarni, Synthesis, 1983, 249.
27. D. R. Buckle, in Reagents for Organic Synthesis, Wiley, Chichester 1995, vol. 3, p. 1699.
28. P. F. King and S. G. Stroud, Tetrahedron Lett., 1985, 26, 1415.
29. P. V. Ramachandran, B. Gong and H. C. Brown, Tetrahedron Lett., 1994, 35, 2141.
30. S. Sakemi, T. Inagaki, K. Kaneda, H. Hirai, E. Iwata, T. Sakakibara, Y. Yamauchi, M. Norcia, L. M. Wondrack, J. A. Sutcliffe and N. Kojima, J. Antibiot., 1995, 48, 134.