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| Content Provider | MDPI |
|---|---|
| Author | Amato, Maria Ballistreri, Francesco Pappalardo, Andrea Tomaselli, Gaetano Toscano, Rosa Sfrazzetto, Giuseppe |
| Abstract | We have investigated the oxidative behaviour of natural compounds such as methyl abietate (1), farnesyl acetate (2), α-ionone (3), β-ionone (4), methyl linolelaidate (5), methyl linolenate (6) and bergamottin (7) with the oxidant system methyltrioxo-rhenium/ H2O2/pyridine. The reactions, performed in CH2Cl2/H2O at 25 °C, have shown good regio- and stereoselectivity. The oxidation products were isolated by HPLC or silica gel chromatography and characterized by MS(EI), 1H-, 13C-NMR, APT, gCOSY, HSQC, TOCSY and NOESY measurements. The selectivity seems to be controlled by the nucleophilicity of double bonds and by stereoelectronic and steric effects. |
| File Size | 413696 |
| Ending Page | 13768 |
| Page Count | 15 |
| Starting Page | 13754 |
| File Format | |
| e-ISSN | 14203049 |
| DOI | 10.3390/molecules181113754 |
| Journal | Molecules |
| Issue Number | 11 |
| Volume Number | 18 |
| Language | English |
| Publisher Date | 2013-11-07 |
| Access Restriction | Open |
| Subject Keyword | natural compounds oxidation hydrogen peroxide methyltrioxorhenium |
| Content Type | Text |
| Resource Type | Article |
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