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Palladium-Catalyzed Asymmetric Hydrosilylation of Cyclohexa-1,3-diene with Trichlorosilane by Use of Chiral Phosphoramidite Ligands from 3,3'-Disubstituted 1,1'-Binaphthols

  • Park, Hyun-Sub (Department of Chemistry, College of Natural Sciences, Institute of Nanoscience and Technology, Hanyang University) ;
  • Shin, Hye Mi (Department of Chemistry, College of Natural Sciences, Institute of Nanoscience and Technology, Hanyang University) ;
  • Namgung, Suk (Department of Chemistry, College of Natural Sciences, Institute of Nanoscience and Technology, Hanyang University) ;
  • Han, Jin Wook (Department of Chemistry, College of Natural Sciences, Institute of Nanoscience and Technology, Hanyang University)
  • Received : 2014.05.01
  • Accepted : 2014.05.20
  • Published : 2014.09.20

Abstract

Keywords

References

  1. (a) Uozumi, Y.; Hayashi, T. J. Am. Chem. Soc. 1991, 113, 9887. https://doi.org/10.1021/ja00026a044
  2. (b) Hayashi, T. Acta Chem. Scand. 1996, 50, 259. https://doi.org/10.3891/acta.chem.scand.50-0259
  3. (c) Hayashi, T. Acc. Chem. Res. 2000, 33, 354. https://doi.org/10.1021/ar990080f
  4. (d) Hayashi, T.; Hirate, S.; Kitayama, K.; Tsuji, H.; Torii, A.; Uozumi, Y. J. Org. Chem. 2001, 66, 1441. https://doi.org/10.1021/jo001614p
  5. (e) Shimada, T.; Mukaide, K.; Shinohara, A.; Han, J. W.; Hayashi, T. J. Am. Chem. Soc. 2002, 124, 1584. https://doi.org/10.1021/ja017617g
  6. (f) Han, J. W.; Tokunaga, N.; Hayashi, T. J. Am. Chem. Soc. 2001, 123, 12915. https://doi.org/10.1021/ja017138h
  7. (a) Hayashi, T.; Han, J. W.; Takeda, A.; Tang, J.; Nohmi, K.; Mukaide, K.; Tsuji, H.; Uozumi, Y. Adv. Synth. Catal. 2001, 343, 279. https://doi.org/10.1002/1615-4169(20010330)343:3<279::AID-ADSC279>3.0.CO;2-5
  8. (b) Han, J. W.; Hayashi, T. Chem. Lett. 2001, 976.
  9. (c) Han, J. W.; Hayashi, T. Tetrahedron Asymmetry 2002, 13, 325. https://doi.org/10.1016/S0957-4166(02)00094-0
  10. (d) Han, J. W.; Hayashi, T. Tetrahedron Asymmetry 2010, 21, 2193. https://doi.org/10.1016/j.tetasy.2010.07.034
  11. (a) Jensen, J. F.; Svendsen, B. Y.; la Cour, T. V.; Pedersen, H. L.; Johannsen, M. J. Am. Chem. Soc. 2002, 124, 4558. https://doi.org/10.1021/ja025617q
  12. (b) Zhang, F.; Fan, Q.-H. Org. Biomol. Chem. 2009, 7, 4470. https://doi.org/10.1039/b909334f
  13. (c) Ficks, A.; Hiney, R. M.; Harrington, R. W.; Gilheany, D. G.; Higham, L. J. Dalton Trans. 2012, 41, 3515. https://doi.org/10.1039/c2dt12214f
  14. (a) Hayashi, T.; Tamao, K.; Katsuro, Y.; Nakae, I.; Kumada, M. Tetrahedron Lett. 1980, 21, 1871. https://doi.org/10.1016/S0040-4039(00)92802-8
  15. (b) Pedersen, H. L.; Johannsen, M. Chem. Commun. 1999, 2517.
  16. (c) Pedersen, H. L.; Johannsen, M. J. Org. Chem. 2002, 67, 7982. https://doi.org/10.1021/jo0257804
  17. (a) Yamomoto, T.; Suginome, M. Angew. Chem. Int. Ed. 2009, 48, 539. https://doi.org/10.1002/anie.200803719
  18. (b) Yamomoto, T.; Yamada, T.; Nagata, Y.; Suginome, M. J. Am. Chem. Soc. 2010, 132, 7899. https://doi.org/10.1021/ja102428q
  19. (a) Ogasawara, M.; Ito, A.; Yoshida, K.; Hayashi, T. Organometallics 2006, 25, 2715. https://doi.org/10.1021/om060138b
  20. (b) Park, H. S.; Han, J. W.; Shintani, R.; Hayashi, T. Tetrahedron Asymmetry 2013, 24, 418. https://doi.org/10.1016/j.tetasy.2013.02.002
  21. Park, H.-S.; Namgung, S.; Shin, H. M.; Ahn, H. J.; Han, J. W. Bull. Korean Chem. Soc. 2014, 35, 2243. https://doi.org/10.5012/bkcs.2014.35.8.2243

Cited by

  1. Palladium-catalyzed Asymmetric Hydrosilylation of Styrene and Its Derivatives with Chiral Phosphoramidite Ligands Containing Chiral Ferrocenyl Amine vol.37, pp.6, 2016, https://doi.org/10.1002/bkcs.10795
  2. ChemInform Abstract: Palladium-Catalyzed Asymmetric Hydrosilylation of Cyclohexa-1,3-diene with Trichlorosilane by Use of Chiral Phosphoramidite Ligands from 3,3′-Disubstituted 1,1′-Binaphthols. vol.46, pp.9, 2015, https://doi.org/10.1002/chin.201509257