Enantioselective Total Synthesis of (-)-Ptilomycalin A

Journal of the American Chemical Society

Volumn 117, Issue 9, 1995, Pages 2657-2658

  Overman, Larry E ^a   Renhowe, Paul A ^a   Rabinowitz, Michael H ^b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b GLAXOSMITHKLINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; PTILOMYCALIN A; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; STEREOSPECIFICITY;

EID: 0028939869     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00114a034     Document Type: Article

References (25)

1. Kashman, Y.; Hirsh, S.; McConnell, O.J.; Ohtani, I.; Kusumi, T.; Kakisawa, H. J. Am. Chem. Soc, 1989, 111, 8925.
2. Ohtani, I.; Kusumi, T.; Kakisawa, H.; Kashman, Y.; Hirsh, S. J, Am. Chem. Soc. 1992, 114, 8472.
3. Ohtani, I.; Kusumi, T.; Kakisawa, H. Tetrahedron Lett. 1992, 33, 2525.
4. Jares-Erijman, E.A.; Sakai, R.; Rinehart, K.L. J. Org. Chem. 1991, 56, 5712.
5. Jares-Erijman, E.A.; Ingrum, A.L.; Carney, J.R.; Rinehart, K.L.; Sakai, R. J. Org. Chem. 1993, 58, 4805.
6. Taveras, R.; Daloze, D.; Braekman, J.C.; Hajdue, E. Biochem. Syst. Ecol. 1994, 22, 645.
7. Berlinck, R.G.S.; Braekman, J.C.; Daloze, D.; Bruno, I.; Riccio, R.; Ferri, S.; Spampinato, S.; Speroni, E. J. Nat. Prod. 1993, 56, 1007.
8. Snider, B.B.; Shi, Z. J. Org. Chem. 1992, 57, 2526.
9. Snider, B.B.; Shi, Z. Tetrahedron Lett. 1993, 34, 2099.
10. Murphy, P.J.; Williams; H.L. J. Chem. Soc., Chem. Commun. 1994, 819.
11. Murphy, P.J.; Williams, H.L.; Hursthouse, M.B.; Malik, K.M.A. J. Chem. Soc., Chem. Commun. 1994, 119.
12. Snider, B.B.; Shi, Z. J. Am. Chem. Soc. 1994, 116, 549.
13. Overman, L.E.; Rabinowitz, M.H. J. Org. Chem. 1993, 58, 3235.
14. Biginelli, P. Gazz-Chim. Ital. 1893, 23, 360.
15. Kappe, C.O. Tetrahedron 1993, 49, 6937.
16. Huckin, S.N.; Weiler, L. J. Am. Chem. Soc. 1974, 96, 1082.
17. Singh, A.K.; Bakshi, R.K.; Corey, E.J. J. Am. Chem, Soc. 1987, 109, 6187.
18. Garegg, P.J.; Samuelsson, B. J. Chem. Soc., Perkin Trans 1 1980, 2866.
19. Taber, D.F.; Amedio, J.C., Jr.; Patel, Y.K. J. Org. Chem. 1985, 50, 3618.
20. Taber, D.F.; Silverberg, L. J. Tetrahedron Lett. 1991, 32, 4227.
21. Kitamura, M.; Tokunaga, M.; Ohkuma, T.; Noyori, R. Org. Synth. 1992, 71, 1.
22. Mancuso, A.J.; Huang, S.-L.; Swern, D. J. Org. Chem. 1978, 43, 2480.
23. Cohen, N.; Lopresti, R.J.; Neukon, C.; Saucy, G. J. Org. Chem. 1980, 45, 582.
24. Deziel, R. Tetrahedron Lett. 1987, 28, 4371.
25. Cohen, G.M.; Cullis, P.M.; Hartley, J.A.; Mather, A.; Symons, M.C.R.; Wheelhouse, R.T. J. Chem Soc., Chem. Commun. 1992, 298.