Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions
Autoři | |
---|---|
Rok publikování | 2004 |
Druh | Článek ve sborníku |
Konference | YoungChem 2004, Book of Abstracts |
Fakulta / Pracoviště MU | |
Citace | |
www | http://www.youngchem.com/book.pdf |
Obor | Organická chemie |
Klíčová slova | 1;3-dipolar cycloaddition; methylene lactones |
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. |
Související projekty: |