Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Boron Trifluoride Etherate-Catalyzed Formation of 3,4,5,6-Tetrahydro-7-hydroxy-2-(1,3-dithian-2-yl)-9-alkyl-2,6-methano-2H-1-benzoxocin Derivatives

  • Baek, Seung-Hwa (Department of Chemistry, WonKwang University) ;
  • Yook, Chan-Nam (Department of Health Higienic, WonKwang Public Health Junior College) ;
  • Park, No-Yeun (Department of Research and Development, Kayang Co.)
  • Published : 1991.12.20
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Abstract

3,4,5,6-Tetrahydro-7-hydroxy-2-(1,3-dithian-2-yl)- 9-alkyl-2,6-methano-2H-1-benzoxocin derivatives are readily prepared by boron trifluoride etherate-catalyzed formation of 5-alkylresorcinols with 1-thioxolanyl-2-cyclohexenol. The yieldis the highest with 5-(1,1-dimethylheptyl)resorcinol. The one with 5-pentylresorcinol is higher than with 5-methylresordnol and resorcinol apparently because of steric effects. The yields of the product increase; 3a(7%), 3b(22%), 3c(38%) and 3d(50%).

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References

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Cited by

  1. Boron Trifluoride Etherate-Catalyzed Formation of Resorcinols : Synthesis of 3, 4, 5, 6-Tetrahydro-7-hydroxy-2 methyl-9-alkyl-2, 6-methano-2H-1-benzoxocins vol.15, pp.4, 1991, https://doi.org/10.1007/bf02974115
  2. ChemInform Abstract: Boron Trifluoride Etherate Catalyzed Formation of 3,4,5,6-Tetrahydro-7- hydroxy-2-(1,3-dithian-2-yl)-9-alkyl-2,6-methano-2H-1-benzoxocin Derivatives. vol.23, pp.22, 1991, https://doi.org/10.1002/chin.199222204