Diastereoselectivity controlled by electrostatic repulsion between the negative charge on a trifluoromethyl group and that on aromatic rings

Autor: Katagiri, Toshimasa, Yamaji, Sachiko, Handa, Michiharu, Irie, Minoru, Uneyama, Kenji
Zdroj: Chemical Communications; October 15, 2001, Vol. 2001 Issue: 20 p2054-2055, 2p
Abstrakt: Intramolecular electrostatic repulsions between the local negative charge on a trifluoromethyl group and that on the ortho position of an aryl moiety of a nucleophile was found to be a controlling factor of the diastereoselectivity in a cyclopropanation reaction, in which the electrostatic repulsion was evaluated quantitatively.
Databáze: Supplemental Index