The conformations of carvenone and piperitone epoxides

W. R. Jackson, A. Zurqiyah

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

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 languageEnglish
Pages (from-to)49-50
Number of pages2
JournalJournal of the Chemical Society B: Physical Organic
DOIs
Publication statusPublished - 1 Dec 1966
Externally publishedYes

Cite this

Jackson, W. R. ; Zurqiyah, A. / The conformations of carvenone and piperitone epoxides. In: Journal of the Chemical Society B: Physical Organic. 1966 ; pp. 49-50.
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Jackson, WR & Zurqiyah, A 1966, 'The conformations of carvenone and piperitone epoxides' Journal of the Chemical Society B: Physical Organic, pp. 49-50. https://doi.org/10.1039/J29660000049

The conformations of carvenone and piperitone epoxides. / Jackson, W. R.; Zurqiyah, A.

In: Journal of the Chemical Society B: Physical Organic, 01.12.1966, p. 49-50.

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

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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

JF - Journal of the Chemical Society B: Physical Organic

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Jackson WR, Zurqiyah A. The conformations of carvenone and piperitone epoxides. Journal of the Chemical Society B: Physical Organic. 1966 Dec 1;49-50. https://doi.org/10.1039/J29660000049

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