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Base-catalyzed isomerization of 3-methyl-3-norcarene epoxides

  • É. Kh. Kazakova
  • S. V. Andreeva
Brief Communications
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Conclusions

A study was made of the isomerization of the trans- and cis-3,4-epoxy~3-methylnorcaranes by Et2NLi in ether and t-BuOK in pyridine. The action of both bases on the trans-epoxide gives comparable amounts of 4α-hydroxy-3-methyl-2-norcarene and 3α-hydroxy-3-methyl-4-norcarene. In the reactions of the cis-epoxide the composition of the reaction mixture depends on the employed reagent: in the presence of Et2NLi the main product is 4β-hydroxy-3-methylnorcarane, while with t-BuOK it is 3β-hydroxy-3-methyl-4-norcarene.

Keywords

Ether Epoxy Pyridine Epoxide Main Product 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • É. Kh. Kazakova
    • 1
  • S. V. Andreeva
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Branch of the Academy of Sciences of the USSRUSSR

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