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Highly Diastereoselective Indium-Mediated Allylation of Proline-Derived Hydrazones

  • Received : 2013.07.07
  • Accepted : 2013.07.12
  • Published : 2013.09.20

Abstract

Keywords

References

  1. Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207. https://doi.org/10.1021/cr00022a010
  2. Ding, H.; Friestad, G. K. Synthesis 2005, 2815.
  3. Kobayashi, S.; Ishitani, H. Chem. Rev. 1999, 99, 1069. https://doi.org/10.1021/cr980414z
  4. 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
  5. Ken Lee, C.-L.; Ling, H. Y.; Loh, T.-P. J. Org. Chem. 2004, 69, 7787. https://doi.org/10.1021/jo048903o
  6. van der Sluis, M.; Dalmolen, J.; de Lange, B.; Kaptein, B.; Kellogg, R. M.; Broxterman, Q. B. Org. Lett. 2001, 3, 3943.
  7. 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
  8. Enders, D.; Chelain, E.; Raabe, G. Bull. Soc. Chim. Fr. 1997, 134, 299.
  9. Friestad, G. K.; Ding, H. Angew. Chem. Int. Ed. 2001, 40, 4491. https://doi.org/10.1002/1521-3773(20011203)40:23<4491::AID-ANIE4491>3.0.CO;2-8
  10. Lebrun, S.; Couture, A.; Deniau, E.; Grandclaudon, P. Org. Lett. 2007, 9, 2473. https://doi.org/10.1021/ol070757w
  11. Cook, G. R.; Maity, B. C.; Kargbo, R. Org. Lett. 2004, 6, 1741. https://doi.org/10.1021/ol0496172
  12. Cogan, D. A.; Liu, G.-C.; Ellman, J. Tetrahedron 1999, 55, 8883. https://doi.org/10.1016/S0040-4020(99)00451-2
  13. Foubelo, F.; Yus, M. Tetrahedron: Asymmetry 2004, 15, 3823. https://doi.org/10.1016/j.tetasy.2004.10.031
  14. Lazny, R.; Nodzewska, A. Chem. Rev. 2010, 110, 1386. https://doi.org/10.1021/cr900067y
  15. Shen, Z.-L.; Shun-Yi Wang, S.-Y.; Chok, Y.-K.; Xu, Y.-H.; Loh, T.-P. Chem. Rev. 2013, 113, 271. https://doi.org/10.1021/cr300051y
  16. Guo, T.; Song, R.; Yuan, B.-H.; Chen, X.-Y.; Sun, X.-W.; Lin, G.-Q. Chem. Commun. 2013, 49, 5402. https://doi.org/10.1039/c3cc42481b
  17. Sirivent, J. A.; Foubelo, F.; Yus, M. Chem. Commun. 2012, 48, 2543. https://doi.org/10.1039/c2cc17493f
  18. Arena, G.; Zill, N.; Salvadori, J.; Girard, N.; Mann, A.; Taddei, M. Org. Lett. 2011, 13, 2294. https://doi.org/10.1021/ol200557r
  19. Min, Q.-Q.; He, C.-Y.; Zhou, H.; Zhang, X. Chem. Commun. 2010, 46, 8029. https://doi.org/10.1039/c0cc02408b
  20. Gonzalez-Gomez, J. C.; Medjahdi, M.; Foubelo, F.; Yus, M. J. Org. Chem. 2010, 75, 6308. https://doi.org/10.1021/jo101379u
  21. Almansa, R.; Guijarro, D.; Yus, M. Tetrahedron: Asymmetry 2007, 18, 2828. https://doi.org/10.1016/j.tetasy.2007.11.006
  22. Chandrasekhar, S.; Kiran Babu, G. S.; Raji Reddy, Ch. Tetrahedron: Asymmetry 2009, 20, 2216. https://doi.org/10.1016/j.tetasy.2009.09.013

Cited by

  1. Construction of an Asymmetric Quaternary Carbon Center via Allylation of Hydrazones vol.34, pp.11, 2013, https://doi.org/10.5012/bkcs.2013.34.11.3185
  2. Diastereoselective Alkyl Radical Addition to the C═N Bond in Aqueous Media for the Synthesis of Enantio-enriched Chiral Alkylamines vol.36, pp.1, 2015, https://doi.org/10.1002/bkcs.10024
  3. ChemInform Abstract: Highly Diastereoselective Indium‐Mediated Allylation of Proline‐Derived Hydrazones. vol.45, pp.5, 2013, https://doi.org/10.1002/chin.201405201