Lead tetraacetate oxidation of (Z)- and (E)-5, 10-Secocholest-1 (10)-ENE-3β,5α−Diol 3-acetate1
| Autor: | Vladimir B. Pavlović, Mihailo Lj. Mihailović, Natalija Kruščić, Ljubinka Lorenc |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
chemistry.chemical_classification
Allylic rearrangement Ketone 010405 organic chemistry Stereochemistry Chemistry Diol Intramolecular cyclization Ether General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry 3. Good health 0104 chemical sciences chemistry.chemical_compound Ene reaction |
| Zdroj: | Bulletin des Sociétés Chimiques Belges. 97:1095-1100 |
| ISSN: | 0037-9646 |
| DOI: | 10.1002/bscb.19880971135 |
| Popis: | The lead tetraacetate oxidation of (Z)-5, 10-secocholest-1(10)-ene-3β,5α−diol 3-acetate (1) gave products arising from: (i) conversion of the 5α−hydroxy group to the ketone function (2), (ii) intramolecular cyclization (to the 2α,5α−tetrahydrofurane-type ether 3), and (iii) allylic acetoxylation at the C(9) position (3 and 4), while similar oxidation of (E)-5, 10-secocholest-1 (10)-ene-3β,5α−diol 3-acetate (5) afforded mainly the product formed by conversion of 5α−OH to the keto-carbonyl group (6). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|