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Stereoselective Synthesis of trans-2,6-Disubstituted Dihydropyrans through Intramolecular Allylic Transfer Reaction

  • Yu, Chan-Mo (Department of Chemistry and Laboratory for Metal-Catalyzed Reactions, Sungkyunkwan University) ;
  • shin, Mi-Sook (Department of Chemistry and Laboratory for Metal-Catalyzed Reactions, Sungkyunkwan University) ;
  • Cho, Eun-Young (Department of Chemistry and Laboratory for Metal-Catalyzed Reactions, Sungkyunkwan University)
  • Published : 2004.11.20
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References

  1. Yu, C.-M.; Lee, J.-Y.; So, B.; Hong, J. Angew. Chem. Int. Ed. 2002, 41, 161. https://doi.org/10.1002/1521-3773(20020104)41:1<161::AID-ANIE161>3.0.CO;2-N
  2. Yu, C.-M.: Kim, J.-M.; Shin, M.-S.; Yoon, M.-O. Chem. Commun. 2003, 1744.
  3. Viswanathan, G. S.; Yang, J.; Li, C.-J. Organic Lett. 1999, 1, 933. https://doi.org/10.1021/ol9908528
  4. Cloninger, M. J.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 1091.
  5. Rychnovsky, S. D.; Hu, Y.; Ellsworth, B. Tetrahedron Lett. 1998, 39, 7271. https://doi.org/10.1016/S0040-4039(98)01586-X
  6. Marko, I.; Chelle, F. Tetrahedron Lett. 1997, 38, 2895. https://doi.org/10.1016/S0040-4039(97)00470-X
  7. Marko, I. E.; Mekhalfia, A.; Bayston, D. J.; Adams, H. J. Org. Chem. 1992, 57, 2211.
  8. Marko, I. E.; Plancher, J.-M. Tetrahedron Lett. 1999, 40, 5259. https://doi.org/10.1016/S0040-4039(99)00996-X
  9. Coppi, L.; Ricci, A.; Taddei, M. J. Org. Chem. 1988, 53, 911. https://doi.org/10.1021/jo00239a053
  10. Semeyn, C.; Blaauw, R. H.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1997, 62, 3426. https://doi.org/10.1021/jo970369f
  11. Lolkema, L. D. M.; Semeyn, C.; Asheek, L.; Hiemstra, H.; Speckamp, W. N. Tetrahedron 1994, 50, 7129. https://doi.org/10.1016/S0040-4020(01)85239-X
  12. Roush, W. R.; Dilley, G. J. Synlett 2001, 956.
  13. Evans, D. A.; Cee, V. J.; Smith, T. E.; Santiago, K. J. Organic Lett. 1999, 1, 87. https://doi.org/10.1021/ol990027r
  14. Rychnovsky, S. D.; Thomas, C. R. Organic Lett. 2000, 2, 1217. https://doi.org/10.1021/ol005646a
  15. Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763.
  16. Marx, A.; Yamamoto, H. Angew. Chem. Int. Ed. 2000, 39, 178. https://doi.org/10.1002/(SICI)1521-3773(20000103)39:1<178::AID-ANIE178>3.0.CO;2-W
  17. Mathieu, B.; Ghosez, L. Tetrahedron Lett. 1997, 38, 5497. https://doi.org/10.1016/S0040-4039(97)01208-2
  18. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, M.; Maruta, M. Synlett 1996, 171.
  19. Kopecky, D. J.; Rychnovsky, S. D. J. Org. Chem. 2000, 65, 191. https://doi.org/10.1021/jo9914521

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  1. Stereoselective Synthesis of trans-2,6-Disubstituted Dihydropyrans Through Intramolecular Allylic Transfer Reaction. vol.36, pp.13, 2005, https://doi.org/10.1002/chin.200513144
  2. Regulation of Stereoselectivity and Reactivity in the Inter- and Intramolecular Allylic Transfer Reactions vol.27, pp.4, 2004, https://doi.org/10.5012/bkcs.2006.27.4.463
  3. Preparation of γ-trimethylsilylallyldibutylstannane grafted on solid support: a clean and easily recyclable reagent for the synthesis of 2,6-disubstituted dihydropyrans vol.65, pp.20, 2009, https://doi.org/10.1016/j.tet.2009.03.039