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A One-Pot Asymmetric Synthesis of Homoallylic Amines via Indium-Mediated Allylation of Hydrazones

  • Received : 2013.08.01
  • Accepted : 2013.08.30
  • Published : 2013.11.20
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Abstract

Keywords

References

  1. Breuer, M.; Ditrich, K.; Habicher, T.; Hauer, B.; Kesseler, M.; Stuermer, R.; Zelinski, T. Angew. Chem. Int. Ed. 2004, 43, 788. https://doi.org/10.1002/anie.200300599
  2. Ding, H.; Friestad, G. K. Synthesis 2005, 2815.
  3. Enders, D.; Diez, E.; Fernandez, R.; Martin-Zamora, E.; Munoz, J. M.; Pappalardo, R. R.; Lassaletta, J. M. J. Org. Chem. 1999, 64, 6329. https://doi.org/10.1021/jo990503r
  4. Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913. https://doi.org/10.1021/ja972012z
  5. Prusov, E.; Maier, M. E. Tetrahedron 2007, 63, 10486. https://doi.org/10.1016/j.tet.2007.07.083
  6. Pramanik, S.; Ghorai, P. Chem. Commun. 2012, 48, 1820. https://doi.org/10.1039/c2cc15472b
  7. Dhudshia, B.; Tiburcio, J.; Thadani, A. N. Chem. Commun. 2005, 5551.
  8. Shen, Z.-L.; Wang, S.-Y.; Chok, Y.-K.; Xu, Y.-H.; Loh, T.-P. Chem. Rev. 2013, 113, 271. https://doi.org/10.1021/cr300051y
  9. Kim, S. H.; Lee, H. S.; Kim, K. H.; Kim, S. H.; Kim, J. N. Tetrahedron 2010, 66, 7065. https://doi.org/10.1016/j.tet.2010.05.103
  10. Auge, J.; Lubin-Germain, N.; Uziel, J. Synthesis 2007, 1739.
  11. Kargbo, R. B.; Cook, G. R. Curr. Org. Chem. 2007, 11, 1287. https://doi.org/10.2174/138527207782023139
  12. Loh, T.-P.; Ho, D. S.-C.; Xu, K.-C.; Sim, K. Y. Tetrahedron Lett. 1997, 38, 865. https://doi.org/10.1016/S0040-4039(96)02427-6
  13. Yanada, R.; Kaieda, A.; Takemoto, Y. J. Org. Chem. 2001, 66, 7516. https://doi.org/10.1021/jo015719j
  14. Min, Q.-Q.; He, C.-Y.; Zhou, H.; Zhang, X. Chem. Commun. 2010, 46, 8029. https://doi.org/10.1039/c0cc02408b
  15. Vilaivan, T.; Winotapan, C.; Banphavichit, V.; Shinada, T.; Ohfune, Y. J. Org. Chem. 2005, 70, 3464. https://doi.org/10.1021/jo0477244
  16. Gonzalez-Gomez, J. C.; Medjahdi, M.; Foubelo, F.; Yus, M. J. Org. Chem. 2010, 75, 6308. https://doi.org/10.1021/jo101379u
  17. Lebrun, S.; Couture, A.; Deniau, E.; Grandclaudon, P. Org. Lett. 2007, 9, 2473. https://doi.org/10.1021/ol070757w
  18. Cook, G. R.; Maity, B. C.; Kargbo, R. Org. Lett. 2004, 6, 1741. https://doi.org/10.1021/ol0496172
  19. Vaxelaire, C.; Winter, P.; Chritmann, M. Angew. Chem. Int. Ed. 2011, 50, 3603.
  20. Lee, B. S.: Jang, D. O. Eur. J. Org. Chem. 2013, 3123.

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  2. ChemInform Abstract: A One‐Pot Asymmetric Synthesis of Homoallylic Amines via Indium‐Mediated Allylation of Hydrazones. vol.45, pp.16, 2014, https://doi.org/10.1002/chin.201416091