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 | |
| Publication status | Published - 1 Dec 1966 |
| Externally published | Yes |
Cite this
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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
TY - JOUR
T1 - The conformations of carvenone and piperitone epoxides
AU - Jackson, W. R.
AU - Zurqiyah, A.
PY - 1966/12/1
Y1 - 1966/12/1
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.
UR - http://www.scopus.com/inward/record.url?scp=37049135914&partnerID=8YFLogxK
U2 - 10.1039/J29660000049
DO - 10.1039/J29660000049
M3 - Article
AN - SCOPUS:37049135914
SP - 49
EP - 50
JO - Journal of the Chemical Society B: Physical Organic
JF - Journal of the Chemical Society B: Physical Organic
SN - 0045-6470
ER -