Skip to main content

Part of the book series: Catalysis by Metal Complexes ((CMCO,volume 28))

  • 1073 Accesses

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

3.5 References

  1. Yue, W. S.; Li, J. J. Org. Lett. 2002, 4, 2201.

    Article  CAS  Google Scholar 

  2. Zhang, T. Y.; Zang, H. Tetrahedron Lett. 2002, 43, 193.

    CAS  Google Scholar 

  3. Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373.

    Google Scholar 

  4. Rutherford, J. L.; Rainka, M. P.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 15168.

    CAS  Google Scholar 

  5. Timári, G.; Soós, T.; Hajós, Gy. Synlett 1997, 1067.

    Google Scholar 

  6. Csányi, D.; Timári G.; Hajós, Gy. Synth. Commun. 1999, 22, 3959.

    Google Scholar 

  7. Béres, M.; Timári, G.; Hajós, Gy. Tetrahedron Lett. 2002, 43, 6035.

    Google Scholar 

  8. Soós, T.; Timári, G.; Hajós, Gy. Tetrahedron Lett. 1999, 40, 8607.

    Google Scholar 

  9. For a review of the pioneering works see Hegedus, S. L. Angew. Chem. Int. Ed. 1988, 27, 1113.

    Google Scholar 

  10. Sundberg, R. J.; Pitts, W. J. J. Org. Chem. 1997, 59, 192.

    Google Scholar 

  11. Li, J. J. J. Org. Chem. 1999, 64, 8425.

    CAS  Google Scholar 

  12. Sakamoto, T.; Kondo, Y.; Uchiyama, M.; Yamanaka, H. J. Chem. Soc., Perkin Trans. 1 1993, 1941.

    Google Scholar 

  13. Evans, P.; Grigg, R.; Ramzan, M. I.; Sridharan, V.; York, M. Tetrahderon Lett. 1999, 40, 3021.

    CAS  Google Scholar 

  14. Bosch, J.; Roca, T.; Armengol, M.; Fernández-Forner, D. Tetrahedron 2001, 57, 1041.

    Article  CAS  Google Scholar 

  15. Mori, M.; Chiba, K.; Ban, Y. Tetrahedron Lett. 1977, 12, 1037.

    Google Scholar 

  16. Wensbo, D.; Annby, U.; Gronowitz, S. Tetrahedron 1995, 51, 10323.

    Article  CAS  Google Scholar 

  17. Mori, M.; Nakanishi, M.; Kajishima, D.; Sato, Y. J. Am. Chem. Soc. 2003, 125, 9801.

    CAS  Google Scholar 

  18. Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945.

    Article  CAS  Google Scholar 

  19. Dounay, A. B.; Hatanaka, K.; Kodanko, J. J.; Oestereich, M.; Overman, L. E.; Pfeifer, L. A.; Weiss, M. M. J. Am. Chem. Soc. 2003, 125, 6261.

    Article  CAS  Google Scholar 

  20. Oestereich, M.; Dennison, P. R.; Kodanko, J. J.; Overman, L. E. Angew. Chem. Int. Ed. 2001, 40, 1439.

    Google Scholar 

  21. (a) Grigg, R.; Sansano, J. M.; Santhakumar, V.; Sridharan, V.; Thangavelanthum, R.; Thonrton-Pett, M.; Wilson, D. Tetrahedron 1997, 53 11803. (b) Grigg, R.; Sridharan, V.; Thang, J. Tetrahedron Lett. 1999, 40, 8277.

    CAS  Google Scholar 

  22. Watanabe, T.; Arai, S.; Nishida, A. Synlett 2004, 5, 907.

    Google Scholar 

  23. Chen, C-y.; Lieberman, D. R.; Larsen, R. D.; Verhoeven, T. R.; Reider, P. J. J. Org. Chem. 1997, 62, 2676.

    CAS  Google Scholar 

  24. Yamazaki, K.; Nakamura, Y.; Kondo, Y. J. Org. Chem. 2003, 68, 6011.

    Article  CAS  Google Scholar 

  25. Pays, C.; Mangeney, P. Tetrahedron Lett. 2001, 42, 589.

    Article  CAS  Google Scholar 

  26. Grigg, R.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S. Tetrahedron 1989, 45, 3557.

    CAS  Google Scholar 

  27. Arnau, N.; Moreno-Manas, M.; Pleixats, R. Tetrahedron 1993, 49, 11019.

    Article  CAS  Google Scholar 

  28. Henke, B. R.; Aquino, C. J.; Birkemo, L. S.; Croom, D. K.; Dougherty, R. W. Jr.; Ervin, G. N.; Grizzle, M. K.; Hirst, G. C.; James, M. K.; Johnson, M. F.; Queen, K. L.; Sherrill, R. G.; Sugg, E. E.; Suh, E. M.; Szewczyk, J. W.; Unwalla, R. J.; Yingling, J.; Willson, T. M. J. Med. Chem. 1997, 40, 2706.

    Article  CAS  Google Scholar 

  29. Zhang, H.-C.; Maryanoff, B. E. J. Org. Chem. 1997, 62, 1804.

    CAS  Google Scholar 

  30. Diaz, P.; Gendre, F.; Stella, L.; Charpentier, B. Tetrahedron 1998, 54, 4579.

    Article  CAS  Google Scholar 

  31. Trost, B. M.; Tang, W. Angew. Chem. Int. Ed. 2002, 41, 2795.

    CAS  Google Scholar 

  32. (a) Burns, B.; Grigg, R.; Sridharan, V.; Stevenson, P.; Sukirthalingam, S.; Worakun, T. Tetrahedron Lett. 1989, 30, 1135. (b) Luo, F.-T.; Wang, R.-T. Heterocycles, 1991, 32, 2365.

    CAS  Google Scholar 

  33. Brown, D.; Grigg, R.; Sridharan, V.; Tambyrajah, V.; Thornton-Pett, M. Tetrahedron 1998, 54, 2595.

    Article  CAS  Google Scholar 

  34. Burns, B.; Grigg, R.; Sridharan, V.; Worakun, T. Tetrahedron Lett. 1988, 29, 4325.

    CAS  Google Scholar 

  35. Witulski, B.; Alayrac, C.; Tevzadze-Saeftel, L. Angew. Chem. Int. Ed. 2003, 42, 4257.

    Article  CAS  Google Scholar 

  36. Olivero, S.; Clinet, J. C.; Dunach, E. Tetrahedron Lett. 1995, 36, 4429.

    Article  CAS  Google Scholar 

  37. Luo, F. T.; Wang, R. T. Heterocycles 1990, 31, 2181.

    CAS  Google Scholar 

  38. Brown, D.; Grigg, R.; Sridharan, V.; Tambyrajah, V.; Thornton-Pett, M. Tetrahedron 1998, 54, 2595.

    Article  CAS  Google Scholar 

  39. Grigg, R.; Savic, V.; Sridharan, V.; Terrier, C. Tetrahedron 2002, 58, 8613.

    CAS  Google Scholar 

  40. Arnau, N; Moreno-Mañas, M.; Pleixats, R. Tetrahedron, 1993, 49, 11019.

    Article  CAS  Google Scholar 

  41. Yang, C.-C.; Sun. P.-J.; Fang, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2629.

    Google Scholar 

  42. Wu, X.; Mahalingam, A. K.; Wan, Y.; Alterman, M. Tetrahedron Lett. 2004, 42, 4635.

    Google Scholar 

  43. Gabriele, B.; Veltri, L.; Salerno, G.; Costa, M.; Chiusoli, G. P. Eur. J. Org. Chem. 2003, 1722.

    Google Scholar 

  44. Kamitani, A.; Chatani, N.; Murai, S. Angew. Chem. 2003, 115, 1435.

    Article  Google Scholar 

  45. Wolfe, J. P.; Rennels, R.A.; Buchwald, S. L. Tetrahedron 1996, 52, 7525.

    Article  CAS  Google Scholar 

  46. Peat, A. J.; Buchwald, S. L. J. Am. Chem. Soc. 1996, 118, 1028.

    Article  CAS  Google Scholar 

  47. Cämmerer, S. S.; Viciu, M. S.; Stevens, E. D.; Nolan, S. P. Synlett, 2003, 12, 1871.

    Google Scholar 

  48. Vincze, Z.; BÍró, A. B.; Csékei, M.; Kotschy, A. unpublished results.

    Google Scholar 

  49. Bytschkov, I.; Siebeneicher, H.; Doye, S. Eur. J. Org. Chem. 2003, 2888.

    Google Scholar 

  50. Nozaki, K.; Takahashi, K.; Nakano, K.; Hiyama, T.; Tang, H.-Z.; Fujiki, M.; Yamaguchi, S.; Tamao, K. Angew. Chem. 2003, 115, 2097.

    Article  Google Scholar 

  51. Yamazaki, K.; Nakamura, Y.; Kondo, Y. J. Chem. Soc., Perkin Trans. 1, 2002, 2137.

    Google Scholar 

  52. Evindar, G.; Batey, R. A. Org. Lett. 2003, 5, 134.

    Google Scholar 

  53. Kuwabe, S.-I.; Torraca, K. E.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 12202.

    Article  CAS  Google Scholar 

  54. Zhu, J.; Price, B. A.; Zhao, S. X.; Skonezny, P. M. Tetrahedron Lett. 2000, 41, 4011.

    CAS  Google Scholar 

  55. Dai, W.-M.; Guo, D.-S.; Sun, L.-P. Tetrahedron Lett. 2001, 42, 5275.

    CAS  Google Scholar 

  56. Wolf, L. B.; Tjen, K. C. M.; ten Brink, H. T.; Blaauw, R. H.; Hiemstra, H.; Schoemaker, H. E.; Rutjes, F. P. J. T. Adv. Synth. Catal. 2002, 344, 70.

    Article  CAS  Google Scholar 

  57. Utimoto, K.; Miwa, H.; Nozaki, H.; Tetrahedron Lett. 1981, 22, 4277.

    CAS  Google Scholar 

  58. Arcadi, A.; Cacchi, S.; Marinelli, F. Tetrahedron Lett. 1989, 30, 2581.

    CAS  Google Scholar 

  59. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856.

    Article  CAS  Google Scholar 

  60. Taylor, E. C.; Katz, A. H.; Salgado-Zamora, H.; McKillop, A. Tetrahedron Lett. 1985, 26, 5963.

    CAS  Google Scholar 

  61. Tumkevicius, S.; Masevicius, V. Synlett 2004, 13, 2327.

    Google Scholar 

  62. Dai, W.-M.; Guo, D.-S.; Sun, L.-P.; Huang, X.-H. Org. Lett. 2003, 5, 2919.

    CAS  Google Scholar 

  63. Kabalka, G. W.; Wang, L.; Pagni, R. M. Tetrahedron 2001, 57, 8017.

    CAS  Google Scholar 

  64. Cacchi, S.; Fabrizi, G. Paraisi, L. M. Synthesis 2004, 11, 1889.

    Google Scholar 

  65. Kimball, D. B.; Weakley, T. J. R.; Haley, M. M. J. Org. Chem. 2002, 67, 6395.

    CAS  Google Scholar 

  66. Seiller, B.; Bruneau, C.; Dixneuf, P. H. Tetrahedron 1995, 51, 13089.

    Article  CAS  Google Scholar 

  67. Qing, F.-L.; Gao, W.-Z.; Ying, J. J. Org. Chem. 2000, 65, 2003.

    Article  CAS  Google Scholar 

  68. Uozumi, Y.; Kobayashi, Y. Heterocycles 2003, 59, 71.

    CAS  Google Scholar 

  69. Dai, W.-M.; Lai, K. W. Tetrahedron Lett. 2002, 43, 9377.

    CAS  Google Scholar 

  70. Fancelli, D.; Fagnola, M. C.; Severino, D.; Bedeschi, A. Tetrahedron Lett. 1997, 38, 2311.

    Article  CAS  Google Scholar 

  71. Bates, C. G.; Saejueng, P.; Murphy, J. M.; Venkatamaran, D. Organic Lett. 2002, 4, 4727.

    CAS  Google Scholar 

  72. Cacchi, S.; Fabrizi, G.; Goggiomani, A. Heterocycles 2002, 56, 613.

    CAS  Google Scholar 

  73. Houpis, I. N.; Choi, W. B.; Reider, P. J.; Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 35, 9355.

    CAS  Google Scholar 

  74. McGuigan, C.; Yarnold, C. J.; Jones, G.; Velézquez, S.; Barucki, H.; Brancale, A.; Andrei, G.; Snoeck, R.; DeClercq, E.; Balzarin, J. J. Med. Chem. 1999, 43, 4479.

    Google Scholar 

  75. Novák, Z.; Timári, G.; Kotschy, A. Tetrahedron 2003, 59, 7509.

    Google Scholar 

  76. Novák, Z.; Csékei, M.; Timári, G.; Kotschy, A. Arkivoc, 2004, 285.

    Google Scholar 

  77. Hu, Y.; Nawoschik, K. J.; Liao, Y.; Ma, J.; Fathi, R.; Yang, Z. J. Org. Chem. 2004, 69, 2235.

    Article  CAS  Google Scholar 

  78. Hu, Y.; Zhang, Y.; Yang, Z.; Fathi, R. J. Org. Chem. 2002, 67, 2365.

    CAS  Google Scholar 

  79. Yue, D.; Larock, R. C. J. Org. Chem. 2002, 67, 1905.

    Article  CAS  Google Scholar 

  80. Genet, J. P.; Balabane, M.; Bäckwall, J. E.; Nystöm, J. E. Tetrahedron Lett. 1983, 24, 2745.

    Article  CAS  Google Scholar 

  81. Macsári, I.; Szabó, K. Chem. Eur. J. 2001, 7, 4097.

    Google Scholar 

  82. Anderson, P. G.; Bäckwall, J.-E.; J. Am. Chem. Soc. 1992, 114, 8696.

    Google Scholar 

  83. Harrington, P. J.; Hegedus, L. S.; McDaniel, K. F. J. Am. Chem. Soc. 1987, 109, 4335 and references therein.

    Article  CAS  Google Scholar 

  84. Hegedus, L. S.; Allen, G. F.; Bozell, J. J.; Waterman, E. L. J. Am. Chem. Soc. 1978, 100, 5800.

    CAS  Google Scholar 

  85. Hegedus, L. S.; Allen, G. F.; Olsen, D. J. J. Am. Chem. Soc. 1980, 102, 3582.

    Google Scholar 

  86. Krishniuda, K.; Krishna, P. R.; Mereyala, H. B. Tetrahedron Lett. 1996, 37, 6007.

    Google Scholar 

  87. Shibata, T.; Kadowaki, S.; Takagi, K. Heterocycles, 2002, 57, 2261.

    Article  CAS  Google Scholar 

  88. Zenner, J. M.; Larock, R. C. J. Org. Chem. 1999, 64, 7312 and references therein.

    Article  CAS  Google Scholar 

  89. Lutete, L. M.; Kadota, I.; Shibuya, A.; Yamamoto, Y. Heterocycles 2002, 58, 347.

    CAS  Google Scholar 

  90. Ma, S.; Zhang, J.; Lu, L. Chem. Eur. J. 2003, 9, 2447.

    CAS  Google Scholar 

  91. Ma, S. Yu, Z. Angew. Chem. Int. Ed. 2002, 41, 1775.

    CAS  Google Scholar 

  92. Kel’in, A. V.; Gevorgyan, V. J. Org. Chem. 2002, 67, 95.

    Google Scholar 

  93. Kim, J. T.; Kel’in, A. V.; Gevorgyan, V. Angew. Chem. 2003, 115, 102.

    Google Scholar 

  94. (a) Tollari, S.; Cenini, S.; Crotti.; Gianella, E. J. Mol. Cat. 1994, 87, 203. (b) Tollari, S.; Cenini, S.; Rossi, A.; Palmisano, G. J. Mol. Cat. 1998, 135, 241.

    CAS  Google Scholar 

  95. Smitrovich, J. H.; Davies, I. W. Org. Lett. 2003, 6, 534.

    Google Scholar 

  96. Itahara, T.; Sakakibara, T. Synthesis 1978, 607.

    Google Scholar 

  97. Black, D. St C.; Kumar, N.; Wong, L. C. H. J. Chem. Soc. Chem. Commun. 1985, 1174.

    Google Scholar 

  98. Knölker, H.-J.; Reddy, K. R. Heterocycles 2003, 60, 1049.

    Google Scholar 

  99. Liu, Z.; Larock, R. C. Org. Lett. 2004, 6, 3739.

    CAS  Google Scholar 

  100. Jonckers, T. H. M.; Maes, B. U. W.; Lemière, G. L. F.; Rombouts, G.; Pieters, L.; Haemers, A.; Dommisse, R. A. Synlett 2003, 5, 615.

    Google Scholar 

  101. Harris, J. M.; Padwa, A. Org. Lett. 2003, 5, 4195.

    CAS  Google Scholar 

  102. Dajka-Halász, B.; Monsieurs, K.; Éliás, O.; Károlyházy. L.; Tapolcsányi, P.; Maes, B. U. W.; Riedl, Zs.; Hajós, Gy.; Dommisse, R. A.; Lemière, G. L. F.; Košmrlj, J.; Mátyus, P. Tetrahedron 2004, 60, 2283.

    Google Scholar 

  103. Harayama, T.; Morikami, Y.; Shigeta, Y.; Abe, H.; Takeuchi, Y. Synlett 2003, 6, 847.

    Google Scholar 

  104. Larock, R. C.; Doty, M. J.; Han, X. Tetrahedron Lett. 1998, 39, 5143.

    CAS  Google Scholar 

  105. (a) Larock, R. C.; Yum, E. K. J. Am. Chem. Soc. 1991, 113, 6689. (b) Larock, R. C.; Yum, E. K.; Refvik, M. D. J. Org. Chem. 1998, 63, 7652

    CAS  Google Scholar 

  106. Smith, A. L.; Stevenson, G. I.; Swain, C. J.; Castro, J. L. Tetrahedron Lett. 1998, 39, 8317.

    CAS  Google Scholar 

  107. (a) Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270. (b) Bishop, B. C.; Cottrell, I. F.; Hands, D. Synthesis 1997, 1315.

    CAS  Google Scholar 

  108. Wensbo, D.; Gronowitz, S. Tetrahedron 1996, 52, 14975.

    Article  CAS  Google Scholar 

  109. (a) Park, S. S.; Choi, J.-K.; Yum, E. K.; Ha, D.-C. Tetrahedron Lett. 1998, 39, 627–630. (b) Kang, S. K.; Park, S. S.; Kim, S. S.; Choi, J.-K.; Yum, E. K. Tetrahedron Lett. 1999, 40, 4379.

    CAS  Google Scholar 

  110. Larock, R. C.; Berrios-Pena, N.; Narayanan, K. J. Org. Chem. 1990, 55, 3447.

    CAS  Google Scholar 

  111. Rozhkov, R. V.; Larock, R. C. J. Org. Chem. 2003, 68, 6314.

    CAS  Google Scholar 

  112. 102 Zhao, L.; Lu, X. Angew. Chem. Int. Ed. 2002, 41, 4343.

    CAS  Google Scholar 

  113. Hatano, M.; Yamanaka, M.; Mikami, K. Eur. J. Org. Chem. 2003, 68, 2552.

    Google Scholar 

  114. Dhawan, R.; Arndsten, B. A. J. Am. Chem. Soc. 2004, 126, 469.

    Article  CAS  Google Scholar 

  115. Tsukada, N.; Sugawara, S.; Nakaoka, K.; Inoue, Y. J. Org. Chem. 2003, 68, 5961.

    Article  CAS  Google Scholar 

  116. Shanmugasundaram, M.; Wu, M.-S.; Jeganmohan, M.; Huang, C.-W.; Cheng, C.-H. J. Org. Chem. 2002, 67, 7724.

    Article  CAS  Google Scholar 

  117. Nakamura, I.; Oh, B. H.; Saito, S.; Yamamoto, Y. Angew. Chem. Int. Ed. 2001, 40, 1298.

    CAS  Google Scholar 

  118. Siriwardana, A. I.; Nakamura, I.; Yamamoto, Y. J. Org. Chem. 2004, 69, 3202.

    Article  CAS  Google Scholar 

  119. Curran, D. P.; Du, W. Organic Lett. 2002, 4, 3215.

    CAS  Google Scholar 

Download references

Rights and permissions

Reprints and permissions

Copyright information

© 2005 Springer

About this chapter

Cite this chapter

(2005). The Synthesis of Five Membered Rings. In: Heterocycles from Transition Metal Catalysis. Catalysis by Metal Complexes, vol 28. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3692-2_3

Download citation

Publish with us

Policies and ethics