Bulletin of the Korean Chemical Society

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Novel Synthesis of Chiral 5-Cyanomethyl-3,4-dihydroxy-2-iodomethyltetrahydrofuran from 3-Diphenylmethyl-5-(1,2-dihydroxy-3-butenyl)isoxazolines via Iodoetheration Reaction

  • Seo, Min-Jung (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Son, Bum-Suk (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Song, Bo-Gan (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Song, Bok-Ju (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Lee, Sang-Dae (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Kim, Ji-Young (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Kim, Hak-Do (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • No, Zae-Sung (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Kim, Hyoung-Rae (Medicinal Science Division, Korea Research Institute of Chemical Technology)
  • Published : 2005.10.20
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References

  1. Beebe, X.; Schore, N. E.; Kurth, M. J. J. Org. Chem. 1995, 60, 4196 https://doi.org/10.1021/jo00118a041
  2. Beebe, X.; Chiappari, C. L.; Kurth, M. J.; Schore, N. E. J. Org. Chem. 1993, 58, 7320 https://doi.org/10.1021/jo00078a003
  3. Kurth, M. J.; Rodriguez, M. J.; Olmstead, M. M. J. Org. Chem. 1990, 55, 283 https://doi.org/10.1021/jo00288a047
  4. Kurth, M. J.; Rodriguez, M. J. Tetrahedron 1998, 45, 6963 https://doi.org/10.1016/S0040-4020(01)89162-6
  5. Kim, J. N.; Kim, H. R.; Ryu, E. K. Synth. Commun. 1993, 23, 1673 https://doi.org/10.1080/00397919308011265
  6. Kanemasa, S.; Nishiuchi, M.; Kamimura, A.; Hori, K. J. Am. Chem. Soc. 1994, 116, 2324 https://doi.org/10.1021/ja00085a012
  7. Kanemasa, S.; Kobayashi, S.; Nishiuchi, M.; Yamamoto, H.; Wada, E. Tetrahedron Lett. 1991, 32, 6367 https://doi.org/10.1016/0040-4039(91)80171-2
  8. Kanemasa, S.; Nishiuchi, M.; Wada, E. Tetrahedron Lett. 1992, 33, 1357 https://doi.org/10.1016/S0040-4039(00)91622-8
  9. Kim, H. C.; Woo, S. W.; Seo, M. J.; Jeon, D. J.; No, Z.; Kim, H. R. Synlett 2002, 1691
  10. Kim, H. C.; Seo, M. J.; Kim, J. K.; Lee, J.-D.; No, Z.; Kim, H. R. Bull. Korean Chem. Soc. 2004, 25, 133 https://doi.org/10.5012/bkcs.2004.25.1.133
  11. Crombez-Robert, C.; Benazza, M.; Frechou, C.; Demailly, G. Carbohydr. Res. 1997, 303, 359 https://doi.org/10.1016/S0008-6215(97)00151-1
  12. Paquette, L. A.; Bailey, S. J. Org. Chem. 1995, 60, 7849 https://doi.org/10.1021/jo00129a026
  13. Son, B. S.; Song, B. G.; Kim, J. K.; Seo, M. J.; No, Z.; Kim, H. R. Heterocycles 2005, 65, 1289 https://doi.org/10.3987/COM-05-10389

Cited by

  1. Novel Synthesis of Chiral 5-Cyanomethyl-3,4-dihydroxy-2-iodomethyltetrahydrofuran from 3-Diphenylmethyl-5-(1,2-dihydroxy-3-butenyl)isoxazolines via Iodoetheration Reaction. vol.37, pp.10, 2005, https://doi.org/10.1002/chin.200610120
  2. Diastereoselective cycloadditions of a soluble polymer-supported substituted allyl alcohol derived from Baylis–Hillman reaction with nitrile oxides vol.64, pp.24, 2005, https://doi.org/10.1016/j.tet.2008.04.002