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OPPI BRIEFS

SYNTHESIS OF NEW bis(m-PHENYLENE)-32-CROWN-10 DERIVATIVES

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Pages 382-385 | Received 07 Nov 1990, Published online: 18 Feb 2009

References

  • Greene , R. N. 1972 . Tetrahedron Lett. , : 1793 N. Kawamura, M. Miki, I. Ikeda and M. Okahara, ibid., 535(1979); B. J. Keulen, R. M. Kellogg and O. Piepers, Chem. Commun., 285(1979); D. N. Reinhoudt, F. De Jong and H. P. M. Tomassen, Tetrahedron Lett., 2067(1979).
  • Chapoteau , E. , Czech , B. P. , Kumar , A. , Pose , A. , Bartsch , R. A. , Holwerda , R. A. , Dalley , N. K. , Wilson , B. E. and Weining , J. 1989 . J. Org. Chem. , 54 : 861
  • Helgeson , R. C. , Tamowski , T. L. , Timko , J. M. and Cram , D. J. 1977 . J. Am. Chem. Soc. , 99 : 2564
  • Shen , Y. X. and Gibson , H. W. Unpublished results
  • Ouchi , M. , Inoue , Y. , Kanzaki , T. and Hakushi , T. 1984 . J. Org. Chem. , 49 : 1408 We modified the procedure by using a reaction time of 24 hrs instead of 2 hrs at 0° and obtained a 97% yield of ditosylate (lit. 81%) without the necessity of using column chromatography for purification. The excess p-toluenesulfonyl chloride was removed from the reaction simply by washing with hexanes.
  • Kyba , E. P. , Helgeson , R. C. , Madan , K. , Gokel , G. W. , Tarnowski , T. L. , Moore , S. S. and Cram , D. J. 1977 . J. Am. Chem. Soc. , 99 : 2564
  • Newcomb , M. , Moore , S. S. and Cram , D. J. 1977 . J. Am. Chem. Soc. , 99 : 6405

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