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A new approach to the ring opening reactions of 2,7,7-trimethyl-3,3-dibromotricyclo[4.1.1.0(2,4)]octane
Date
2005-01-01
Author
Senol, Z
Zaim, O
Balcı, Metin
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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The reaction of a-pinene and dibromocarbene produced a fairly unstable product, 2,7,7-trimethyl-3,3-dibromotricyclo[4.1.1.0(2,4)] octane, from which 3-bromo-7,7-dimethyl-2-methylenebicyclo[4,1,1]oct-3-ene and 3-bromo-2,7,7-trimethylbicyclo [4,1,1]octa-2,4-diene were obtained in chloroform at room temperature and in various other media and conditions. Two new compounds, 3-bromo-2,7,7-trimethylbicyclo [4.1.1]oct-3-en-2-ol and 2-(4-bromo-5-methyleyclohepta-3,5-dien-1-yl) propan-2-ol, were observed in aqueous acetone in addition to the previous two. The stability and formation mechanism of the formed products are discussed.
Subject Keywords
Aluminum-hydride
,
Alpha-Pinene
,
Dibromocarbene
,
Generation
,
Reduction
,
Lithium
URI
https://hdl.handle.net/11511/56006
Journal
TURKISH JOURNAL OF CHEMISTRY
Collections
Graduate School of Natural and Applied Sciences, Article