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Original Articles

RING OPENING OF SOME SUBSTITUTED STYRENE OXIDES

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Pages 13-20 | Received 08 Jul 1991, Published online: 18 Feb 2009

References

  • Dhokte , U. P. and Rao , A. S. 1991 . Synth. Commun. , 21 : 1263
  • Eliel , E. L. and Delmonte , D. W. 1956 . J. Am. Chem. Soc. , 78 : 3226
  • Hutchins , R. O. , Traffer , I. M. and Burgoyne , W. 1981 . J. Org. Chem. , 46 : 5214
  • The alcohols 8a and 9a obtained were acetylated to the respective acetates 8b and 9b by using Ac2O/pyridine (Scheme l), and they were compared by GC and 1H NMR analysis with the authentic acetates prepared from the reduction (NaBH4) followed by acetylation (Ac2O/Py) of the keto compounds 19a and 19b
  • threo-Alcohol 10a was acetylated to 10b
  • Mixture of threo- and erythro-alcohols 10a and 12a were acetylated (Ac2O/Py) to the respective acetates 10b and 12b and compared with the above threo-acetate 10b by GC and 1H NMR analysis
  • Parker , R. E. and Issacs , N. S. 1959 . Chem. Rev. , 59 : 737
  • Bhat , K. S. and Rao , A. S. 1981 . Indian J. Chem. , 20B : 355
  • Dauben , W. G. and Tilles , H. 1950 . J. Org. Chem. , 15 : 785

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