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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 9-10
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Original Articles

New Oxidizing Reagent: Peroxysulfonimidoyl Intermediate Generated from Sulfonimidoyl Chloride and Superoxide

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Pages 1569-1574 | Received 30 Aug 1988, Published online: 24 Oct 2006

References

  • Primer , A. A. 1983 . “ 14 ” . In The Chemistry of Functional Groups, Peroxides , Edited by: Patai . John Wiley & Sons Ltd. .
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  • Lee-Ruff , E. 1977 . Chem. Soc. Rev. , 6 : 195
  • Kim , Y. H. and Chung , B. C. 1983 . J. Org. Chem. , 48 : 1562 Kim, Y. H., Lee, H. K. and Chang. H. S., Tetrahedron Lett., 1987, 28, 4285; Kim, Y. H., Chung, B. C., and Chang, H. S., Tetrahedron Lett., 1985, 26, 1079.
  • Jones , M. J. and Cram , D. J. 1974 . J. Am. Chem. Soc. , 96 : 2183
  • Catalytic amount of 18-crown-6-ether accelerated the oxidation reaction: in the absence of 18-crown-6-ether, the same reaction resulted in lower yield of 4-tolylmethyl sulfoxide (30%, 4 h; cf. Table 1, Run 1, 82%).
  • Adam , W. , Hass , W. and Sicker , G. 1984 . J. Am. Chem. Soc. , 106 : 5020
  • If the oxidation proceeds via nucleophilic process by 2′, some what asymmetric oxidation could be expected.
  • Kim , Y. H. and Lee , H. K. 1987 . Chem. Lett. , : 1499
  • Sawaki , Y. , Ishikawa , S. and Iwanura , H. 1987 . J. Am. Chem. Soc. , 109 : 584

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