Informace o publikaci
Effect of CH/pi interaction on exo/endo selectivity in 1,3 dipolar cycloadditions.
| Název česky | Efekt CH/pi interakce na exo/endo selektivitu 1,3-dipolárních cykloadicí. |
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| Autoři | |
| Rok publikování | 2004 |
| Druh | Článek ve sborníku |
| Konference | XXII. European Colloquium on Heterocyclic Chemistry, Book of Abstracts |
| Fakulta / Pracoviště MU | |
| Citace | |
| Obor | Organická chemie |
| Klíčová slova | 1;3-dipolar cycloadditions; methylidene lactones; CH/pi interactions |
| Popis | In order to prove our assumption about the role of CH/pi interaction in preferential formation of exo-isomers, we varied proton affinity of the aromatic ring of 1,3-dipolar nitril ylide reagent introducing para-substituents. Indeed the reactions of 1a with such substituted nitrile ylides yielding mixtures of diastereomers exo-2 and endo-2 showed that the amounts of endo-adducts increased with increasing electron withdrawing character of the substituents Z. |