Applications of Gold-Catalyzed reactions to Natural product Synthesis

Modern Gold Catalyzed Synthesis

Volumn , Issue , 2012, Pages 331-362

  Rudolph, Matthias ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

Catalysis; Gold; Natural product synthesis

Indexed keywords

EID: 84885071126     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527646869.ch15     Document Type: Chapter

References (73)

1. Hashmi, A.S.K. and Hutchings, G.J. (2006) Angew. Chem., 118, 8064-8105;
2. Hashmi, A.S.K. and Hutchings, G.J. (2006) Angew. Chem. Int. Ed., 45, 7896-7936;
3. Hashmi, A.S.K. (2007) Chem. Rev., 107, 3180-3211.
4. Hashmi, A.S.K. and Rudolph, M. (2008) Chem. Soc. Rev., 37, 1766-1775.
5. Bertz, S.H. (1981) J. Am. Chem. Soc., 103, 3599-3601.
6. See also: Hashmi, A.S.K. (2010) Angew. Chem., 122, 5360-5369;
7. Hashmi, A.S.K. (2010) Angew. Chem. Int. Ed., 49, 5232-5241.
8. Wessing, P. and Teubner, J. (2006) Synlett, 1543-1546.
9. Jung, H.H. and Floreancig, P.E. (2007) J. Org. Chem., 72, 7359-7366.
10. Hashmi, A.S.K., Schafer, S., Bats, J.W., Frey, W., and Rominger, F. (2008) Eur. J. Org. Chem., 4891-4899.
11. Trost, B.M. and Dong, G. (2008) Nature, 456, 485-488;
12. Miller, A.K. (2009) Angew. Chem., 121, 3268-3271;
13. Miller, A.K. Angew. Chem. Int. Ed., 48, 3221-3223. 9
14. Li, Y., Zhou, F., and Forsyth, C.J. (2007) Angew. Chem., 119, 283-286;
15. Li, Y., Zhou, F., and Forsyth, C.J. (2007) Angew Chem. Int. Ed., 46, 279-282;
16. Nolan, S.P. (2007) Nature, 445, 496-497.
17. Trost, B.M., O'Boyle, B.M., and Hund, D. (2009) J. Am. Chem. Soc., 131, 15061- 15074.
18. Fukuda, Y., Utimoto, K. and Nozaki, H. (1987) Heterocycles, 25, 297-300;
19. Fukuda, Y. and Utimoto, K. (1991) Synthesis, 975-978.
20. Maruoka, K., Myazaki, T., Ando, M., Matsumura,Y., Sakaue, S.,Hattori, K., and Yamamoto, H. (1983) J. Am. Chem. Soc., 105, 2831-2843;
21. Matsumura, Y., Maruoka, K., and Yamamoto, H. (1982) Tetrahedron Lett., 23, 1929-1932.
22. Crawley, S.L. and Funk, R.L. (2006) Org. Lett., 8, 3995-3998.
23. Enomoto, T., Girard, A.-L., Yasui, Y., and Takemoto, Y. (2009) J. Org. Chem., 74, 9158-9164.
24. Hanaoka, M., Motonishi, T. and Mukai, C. (1986) J. Chem. Soc., Perkin Trans. 1, 2253-2256;
25. Hanaoka, M., Yamagishi, H., Marutani, M., and Mukai, C. (1987) Chem. Pharm. Bull., 35, 2348-2354.
26. Nakajima, R., Ogino, T., Yokoshima, S., and Fukuyama, T. (2010) J. Am. Chem. Soc., 132, 1236-1237.
27. Krause, N., Hoffmann-Roder, A., and Canisius, J. (2002) Synthesis, 1759-1774.
28. Marshall, J.A. and Pinney, K.G. (1993) J. Org. Chem., 58, 7180-7184.
29. Volz, F. and Krause, N. (2007) Org. Biomol. Chem., 5, 1519-1521.
30. Sawama, Y., Sawama, Y., and Krause, N. (2008) Org. Biomol. Chem., 6, 3573-3579.
31. Bates, R.W. and Dewey, M.R. (2009) Org. Lett., 11, 3706-3708.
32. Au, C.W.G. and Pyne, S.G. (2006) J. Org. Chem., 71, 7097-7099.
33. Liu, Z., Wasmuth, A.S., and Nelson, S.G. (2006) J. Am. Chem. Soc., 128, 10352-10353.
34. Sato, K., Asao, N., and Yamamoto, Y. (2005) J. Org. Chem., 70, 8977-8981.
35. Dyker, G. and Hildebrandt, D. (2005) J. Org. Chem., 70, 6093-6096.
36. Zhu, J., Germain, A.R., and Porco, J.A. Jr. (2004) Angew. Chem., 116, 1259-1263;
37. Zhu, J., Germain, A.R., and Porco, J.A. Jr. (2004) Angew. Chem. Int. Ed., 43, 1239-1242.
38. Clark, R.C., Lee, S.Y., and Boger, D.L. (2008) J. Am. Chem. Soc., 130, 12355-12369.
39. Fürstner, A. and Hannen, P. (2004) Chem. Commun., 2546-2547.
40. Fürstner, A. and Hannen, P. (2006) Chem. Eur. J., 12, 3006-3019.
41. Fehr, C. and Galindo, J. (2006) Angew. Chem., 118, 2967-2970;
42. Fehr, C. and Galindo, J. (2006) Angew. Chem. Int. Ed., 45, 2901-2904.
43. Fürstner, A. and Schlecker, A. (2008) Chem. Eur. J., 14, 9181-9191.
44. Lemiére, G., Gandon, V., Cariou, K., Hours, A., Fukuyama, T., Dhimane, A.-L., Fensterbank, L., and Malacria, M. (2009) J. Am. Chem. Soc., 131, 2993-3006.
45. Cui, L., Peng, Y., and Zhang, L. (2009) J. Am. Chem. Soc., 131, 8394-8395.
46. Cui, L. and Zhang, L. (2010) Sci. China B: Chem., 53, 113-118.
47. Nicolaou, K.C., Tria, G.S., and Edmonds, D.J. (2008) Angew. Chem., 120, 1804-1807;
48. Nicolaou, K.C., Tria, G.S., and Edmonds, D.J. (2008) Angew. Chem. Int. Ed., 47, 1780-1783.
49. Staben, S.T., Kennedy-Smith, J.J., Huang, D., Corkey, B.K., LaLonde, R.L., and Toste, F.D. (2006) Angew. Chem., 118, 6137-6140;
50. Staben, S.T., Kennedy-Smith, J.J., Huang, D., Corkey, B.K., LaLonde, R.L., and Toste, F.D. (2006) Angew. Chem. Int. Ed., 45, 5991-5994.
51. Linghu, X., Kennedy-Smith, J.J., and Toste, F.D. (2007) Angew. Chem., 119, 7815-7817;
52. Linghu, X., Kennedy-Smith, J.J., and Toste, F.D. (2007) Angew. Chem. Int. Ed., 46, 7671-7673.
53. Hashmi, A.S.K., Ding, L., Bats, J.W., Fischer, P., and Frey,W. (2003) Chem. Eur. J., 9, 4339-4345.
54. Hashmi, A.S.K. and Grundl, L. (2005) Tetrahedron, 61, 6231-6236.
55. Jiménez-Núnez, E., Molawi, K., and Echavarren, A.M. (2009) Chem. Commun., 7327-7329.
56. Molawi, K., Delpont, N., and Echavarren, A.M. (2010) Angew. Chem., 122, 3595-3597;
57. Molawi, K., Delpont, N., and Echavarren, A.M. (2010) Angew. Chem. Int. Ed., 49, 3517-3519;
58. Zhou, Q., Chen, X. and Ma, D. (2010) Angew. Chem., 122, 3591-3594;
59. Zhou, Q., Chen, X. and Ma, D. (2010) Angew. Chem. Int. Ed., 49, 3513-3516.
60. Sethofer, S.G., Staben, S.T., Hung, O.Y., and Toste, F.D. (2008) Org. Lett., 10, 4315-4318.
61. Veitch, G.E., Beckmann, E., Burke, B.J., Boyer, A., Maslen, S.L., and Ley;, S.V. (2007) Angew. Chem., 119, 7773-7776;
62. Veitch, G.E., Beckmann, E., Burke, B.J., Boyer, A., Maslen, S.L., and Ley;, S.V. (2007) Angew. Chem.Int. Ed., 46, 7629-7632;
63. Veitch, G.E., Beckmann, E., Burke, B.J., Boyer, A., Ayats, C., and Ley, S.V. (2007) Angew. Chem., 119, 7777- 7779;
64. Veitch, G.E., Beckmann, E., Burke, B.J., Boyer, A., Ayats, C., and Ley, S.V. (2007) Angew. Chem. Int. Ed., 46, 7633-7635.
65. Skouta, R. and Li, C.-J. (2007) Angew. Chem., 119, 1135-1137;
66. Skouta, R. and Li, C.-J. (2007) Angew. Chem. Int. Ed., 1117-1119;
67. Skouta, R. and Li, C.-J. (2007) Tetrahedron Lett., 8343-8346.
68. Menon, R.S. and Banwell, M.G., (2010) Org. Biomol. Chem., 8, 5483-5485.
69. Kothandaraman, P., Foo, S.J., and Chan, P.W.H. (2009) J. Org. Chem., 74, 5947-5992.
70. Hughes, P.F., Smith, S.H., and Olson, J.T. (1994) J. Org. Chem., 59, 5799-5802.
71. Togni, A., Pastor, S.D., and Rihs, G. (1989) Helv. Chim. Acta, 72, 1471-1478.
72. Ito, Y., Sawamura, M., and Hayashi, T. (1988) Tetrahedron Lett., 39, 239-240.
73. Bachi, M.D., and Melman, A. (1997) J. Org. Chem., 62, 1896-1898.