The conformations of carvenone and piperitone epoxides

W. R. Jackson; A. Zurqiyah

doi:10.1039/J29660000049

The conformations of carvenone and piperitone epoxides

W. R. Jackson, A. Zurqiyah

Research output: Contribution to journal › Article › Research › peer-review

6 Citations (Scopus)

Abstract

The ratio of isomeric epoxides obtained by alkaline hydrogen peroxide oxidation of (±)-carvenone and (±)-piperitone has been shown to be thermodynamically controlled. cis- and trans-Carvenone epoxides are of almost equal stability, but the preferential formation of the piperitone epoxide with the two alkyl groups trans (V) has been explained in terms of unfavourable steric interactions in the cis-form.

Original language	English
Pages (from-to)	49-50
Number of pages	2
Journal	Journal of the Chemical Society B: Physical Organic
DOIs	https://doi.org/10.1039/J29660000049
Publication status	Published - 1 Dec 1966
Externally published	Yes

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10.1039/J29660000049

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Cite this

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title = "The conformations of carvenone and piperitone epoxides",

abstract = "The ratio of isomeric epoxides obtained by alkaline hydrogen peroxide oxidation of (±)-carvenone and (±)-piperitone has been shown to be thermodynamically controlled. cis- and trans-Carvenone epoxides are of almost equal stability, but the preferential formation of the piperitone epoxide with the two alkyl groups trans (V) has been explained in terms of unfavourable steric interactions in the cis-form.",

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N2 - The ratio of isomeric epoxides obtained by alkaline hydrogen peroxide oxidation of (±)-carvenone and (±)-piperitone has been shown to be thermodynamically controlled. cis- and trans-Carvenone epoxides are of almost equal stability, but the preferential formation of the piperitone epoxide with the two alkyl groups trans (V) has been explained in terms of unfavourable steric interactions in the cis-form.

AB - The ratio of isomeric epoxides obtained by alkaline hydrogen peroxide oxidation of (±)-carvenone and (±)-piperitone has been shown to be thermodynamically controlled. cis- and trans-Carvenone epoxides are of almost equal stability, but the preferential formation of the piperitone epoxide with the two alkyl groups trans (V) has been explained in terms of unfavourable steric interactions in the cis-form.

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JO - Journal of the Chemical Society B: Physical Organic

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