| Autor: |
N. Lewin, R.C. Cookson, A. Morrison |
| Rok vydání: |
1962 |
| Předmět: |
|
| Zdroj: |
Tetrahedron. 18:547-558 |
| ISSN: |
0040-4020 |
| DOI: |
10.1016/s0040-4020(01)92705-x |
| Popis: |
Saturation of the double bond in shellolic acid by hydrogenation, hydroxylation or bromination results in the formation of δ- and γ-lactones, the further reactions of which are discussed in the light of the structure for the acid recently established by Yates and Field. The diol from reaction with osmium tetroxide is degraded by periodate to an aldehyde with three less carbon atoms. The ester group in this aldehyde and the corresponding secondary ester group in dimethyl shellolate and another of its oxidation products can be epimerized by base. The results are consistent with a common stereochemistry for shellolic acid and cedrene. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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