Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Facile One-Pot Two-Step Hydroxylation of Alkyl Halides and Alkyl Sulfonates via Acetate Intermediates

  • Published : 2008.12.20
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Abstract

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References

  1. Larock, R. C. Comprehensive Organic Transformation, 2nd ed.; Wiley-VCH: New York, 1999; pp 890-895 and 970-972
  2. Dehmlow, E. V.; Dehmlow, S. S. Phase Transfer Catalysis, 3rd ed.; VCH Ltd.: New York, 1993
  3. Zia-ur-Rehman, M.; Choudary, J. A.; Ahmad, S. Bull. Korean Chem. Soc. 2005, 26, 1771-1775 https://doi.org/10.5012/bkcs.2005.26.11.1771
  4. Dehmlow, E. V. Angew. Chem., Int. Ed. Engl. 1997, 16, 493-505
  5. Starks, C. M. J. Am. Chem. Soc. 1971, 93, 195-199 https://doi.org/10.1021/ja00730a033
  6. Stark, C. M.; Owens, R. M. J. Am. Chem. Soc. 1973, 95, 3613-3617 https://doi.org/10.1021/ja00792a025
  7. Gokel, G. W. Crown Ethers and Cryptands; Royal Society of Chemistry: Cambridge, 1991
  8. Redersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017-7036 https://doi.org/10.1021/ja01002a035
  9. Liotta, C. L.; Harris, H. P. J. Am. Chem. Soc. 1974, 96, 2250-2252 https://doi.org/10.1021/ja00814a044
  10. Sam, D. J.; Simmons, H. E. J. Am. Chem. Soc. 1974, 96, 2252-2253 https://doi.org/10.1021/ja00814a045
  11. Ji, J.; Zhang, C.; Lu, X. J. Org. Chem. 1995, 60, 160-1169
  12. Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153-8156 https://doi.org/10.1021/ja00232a030
  13. Reich, H. J.; Peake, S. L. J. Am. Chem. Soc. 1978, 100, 4888-4889 https://doi.org/10.1021/ja00483a042
  14. Kim, D. W.; Hong, D. J.; Seo, J. W.; Kim, H. S.; Kim, H. K.;Song, C. E.; Chi, D. Y. J. Org. Chem. 2004, 69, 3186-3189 https://doi.org/10.1021/jo035563i
  15. Alexander, J.; Renyer, M. L.; Veerapanane, H. Syn. Commun. 1995, 25, 3875-3881 https://doi.org/10.1080/00397919508011463
  16. Vedejs, E.; Piotrowski, D. W.; Tucci, F. C. J. Org. Chem. 2000, 65, 5498-5505 https://doi.org/10.1021/jo0001277
  17. Hill, H. S.; Hibbert, H. J. Am. Chem. Soc. 1923, 45, 3124-3132 https://doi.org/10.1021/ja01665a047
  18. Prabhakaran, P. C.; Gould, S. J.; Orr, G. R.; Coward, J. K. J. Am. Chem. Soc. 1988, 110, 5779-5784 https://doi.org/10.1021/ja00225a032
  19. Cope, A. C.; Shen, T. Y. J. Am. Chem. Soc. 1956, 20, 5916-5820
  20. Searles, S.; Butler, C. F. J. Am. Chem. Soc. 1954, 76, 56-58 https://doi.org/10.1021/ja01630a015

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