DOI QR코드

DOI QR Code

Intramolecular Carbocyclization of Allenoate-aldehydes with Hexamethylditin Catalyzed by Palladium Complex: Synthesis of Cyclic Dienes

  • Seong, Won-Jae (Department of Chemistry, Sungkyunkwan University) ;
  • Gong, Su-Yeon (Department of Chemistry, Sungkyunkwan University) ;
  • Woo, Seok-Hoon (Department of Chemistry, Sungkyunkwan University) ;
  • Yu, Chan-Mo (Department of Chemistry, Sungkyunkwan University)
  • Published : 2010.03.20

Abstract

Keywords

References

  1. Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127. https://doi.org/10.1021/cr020095i
  2. Zeni, G.; Larock, R. C. Chem. Rev. 2006, 106, 4644. https://doi.org/10.1021/cr0683966
  3. Trost, B. M.; Toste, F. D.; Pinkerton, A. B. Chem. Rev. 2001,101, 2067. https://doi.org/10.1021/cr000666b
  4. Aubert, C.; Buisine, O.; Malacria, M. Chem. Rev.2002, 102, 813. https://doi.org/10.1021/cr980054f
  5. Trost, B. M. Acc. Chem. Res. 2002, 35, 695. https://doi.org/10.1021/ar010068z
  6. Ma, S. Eur. J. Org. Chem. 2004, 1175.
  7. Mandai, T. In Modern Allene Chemistry, Vol. 2; Krause, N., Hashmi,A. S. K., Eds.; Wiley-VCH: Weinheim, 2004; pp 925-972.
  8. Yu, C.-M.; Youn, J.; Jung, J. Angew. Chem. Int. Ed. 2006, 45, 1553 https://doi.org/10.1002/anie.200503863
  9. Yu, C.-M.; Hong, Y.-T.; Lee, J. J. Org. Chem. 2004, 69, 8506. https://doi.org/10.1021/jo049252z
  10. Yu, C.-M.; Hong, Y.-T.; Yoon, S.-K.; Lee, J. Synlett 2004,1695.
  11. Yu, C.-M.; Youn, J.; Lee, M.-K. Org. Lett. 2005, 7, 3733. https://doi.org/10.1021/ol0513701
  12. Yu, C.-M.; Youn, J.; Jung, H.-K. Bull. Korean Chem. Soc.2006, 27, 463. https://doi.org/10.5012/bkcs.2006.27.4.463
  13. Ko, K.-J.; Kim, S. H.; Kim, Y.; Min, D.; Yu,C.-M. Bull. Korean Chem. Soc. 2007, 28, 1921. https://doi.org/10.5012/bkcs.2007.28.11.1921
  14. Kim, S. H.;Oh, S.-J.; Ho, P.-S.; Kang, S.-C.; O, K.-J.; Yu, C.-M. Org. Lett.2008, 10, 265.
  15. Kwon, J.; Gong, S.; Woo, S.-H.; Yu, C.-M. Bull. Korean Chem. Soc. 2009, 30, 773. https://doi.org/10.5012/bkcs.2009.30.4.773
  16. Katritzky, A. R., Taylor, R. J. K., Eds., In Comprehensive Functional Group Transformations II; Elsevier Pergamon: Amsterdam, 2005; pp 427-1310.
  17. Britton, R. A.; Piers, E.; Patrick, B. O. J. Org. Chem. 2004, 69,3068. https://doi.org/10.1021/jo030389j
  18. Paley, R. S.; De Dios, A.; Estroff, L. A.; Lafontaine, J. A.;Montero, C.; McCulley, D. J.; Rubio, M. B.; Ventura, M. P.; Weers,H. L.; de la Pradilla, R. F.; Castro, S.; Dorado, R.; Morente, M. J. Org. Chem. 1997, 62, 6326. https://doi.org/10.1021/jo970693a
  19. Martin, L. D.; Stille, J. K. J. Org. Chem. 1982, 47, 3630. https://doi.org/10.1021/jo00140a007

Cited by

  1. Three Carbons for Complexity! Recent Developments of Palladium-Catalyzed Reactions of Allenes vol.5, pp.8, 2013, https://doi.org/10.1002/cctc.201200875
  2. Rhodium(I)-Catalyzed Intermolecular [2+2+2] Cycloaddition of Allenyl Aldehydes with Alkynes and Related Cyclization vol.4, pp.1, 2015, https://doi.org/10.1002/ajoc.201402239
  3. ChemInform Abstract: Intramolecular Carbocyclization of Allenoate-Aldehydes with Hexamethylditin Catalyzed by Palladium Complex: Synthesis of Cyclic Dienes. vol.41, pp.32, 2010, https://doi.org/10.1002/chin.201032111
  4. Allene in katalytischer asymmetrischer Synthese und Naturstoffsynthese vol.124, pp.13, 2010, https://doi.org/10.1002/ange.201101460
  5. Allenes in Catalytic Asymmetric Synthesis and Natural Product Syntheses vol.51, pp.13, 2010, https://doi.org/10.1002/anie.201101460