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Issue 6, 1988
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The chemistry of terpenes. Part 27. The halogenation of (+)-thujone and of (–)-carvotanacetone, and the stereochemistry and mechanism of formation of ‘tribromothujone’

Abstract

The gross structure and precise stereochemistry of ‘tribromothujone’ have been identified; its adjacent bromine atoms are cis-orientated. The mechanism of its formation is discussed. A number of halogenated compounds derived from (+)-thujone have been obtained and their absolute configurations determined. (–)-Carvotanacetone dibromide and two tribromides have been stereochemically identified.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1988, 1527-1535
Article type
Paper

The chemistry of terpenes. Part 27. The halogenation of (+)-thujone and of (–)-carvotanacetone, and the stereochemistry and mechanism of formation of ‘tribromothujone’

W. Cocker, P. V. R. Shannon and M. Dowsett, J. Chem. Soc., Perkin Trans. 1, 1988, 1527
DOI: 10.1039/P19880001527

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