| Autor: |
Ozser, Mustafa E., Icil, Huriye, Makhynya, Yevgeny, Demuth, Martin |
| Zdroj: |
European Journal of Organic Chemistry; September 2004, Vol. 2004 Issue: 17 p3686-3692, 7p |
| Abstrakt: |
A methodology for the one-step synthesis of cyclic polyalkene terpenoids in a low-polarity solvent (dichloromethane) by photoinduced electron transfer (PET) is described. For the efficiency of such processes in low-polarity solvents, the use of the cationic electron acceptor N-methylquinolinium hexafluorophosphate is vital. The first direct cyclizations of farnesol and geranylgeraniol to the corresponding all-trans-fused 6,6- and 6,6,6-cyclic products are also reported. The mechanism of the termination of the cyclizations is also discussed, isotope-labeling experiments having shown that it proceeds through reduction of the final radical to the corresponding anion, followed by protonation. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) |
| Databáze: |
Supplemental Index |
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