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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 23, 1993 - Issue 3
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Original Articles

Synthesis of Functionalised Medium – Size Ring Systems Via Base – Catalysed Oxy-Cope Rearrangement

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Pages 311-323 | Received 10 Aug 1992, Published online: 23 Sep 2006

References

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  • Lorenc , L. , Rajkovic , M. , Miloranovic , A. and Mihailovic Lj , M. 1988 . J. Chem. Soc., Perkin Trans. , 1 : 1495
  • Still , W. C. 1977 . J. Am. Chem. Soc. , 99 : 4186
  • Still , W. C. 1979 . J. Am. Chem. Soc. , 101 : 2493
  • Clive , D. L. J. , Russell , C. G. and Suri , S. C. 1982 . J. Org. Chem. , 47 : 1632
  • Herdon , J. W. , Mc Mullen , L. A. and Daitch , C. E. 1990 . Tet. Lett. , 31 : 4447
  • Sathyamoorthy , G. , Thangaraj , K. , Srinivasan , P. C. and Swaminathan , S. 1990 . Tetrahedron. , 46 : 3359
  • Paquette , L. A. , Pegg , N. A. , Toops , D. , Maynard , G. D. and Rogers , R. D. 1990 . J. Am. Chem. Soc. , 112 : 227
  • In the reported paper ref. (4) it has been tentantively assigned that the addition of lithium acetylide to the ketone delivers exclusively a single diastereomeric carbinol
  • Increase of the base strength from 0.1 to 1 equiv. resulted in the formation of trans annular product
  • no 13C NMR data has been reported

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