Enantioselective electrophilic fluorination of α-aryl-tetralones using a preparation of N-fluoroammonium salts of cinchonine

September 22, 2019

Title

Enantioselective electrophilic fluorination of α-aryl-tetralones using a preparation of N-fluoroammonium salts of cinchonine

Author

Luana G. Souza, Jorge L. de O. Domingos, Talita de A. Fernandes, Magdalena N. Renno, Jose M. Sansano, Carmen Najera, Paulo R.R. Costa

Year

2019

Journal

Journal of Fluorine Chemistry

Abstract

The enantioselective electrophilic fluorination of α-aryl-tetralones is promoted by cinchonine/selectfluor combinations.
This strategy allows a facile synthesis of the corresponding 2-fluoro-2-aryl-1-tetralones with excellent
yields (up to>98%) and moderate to good enantioselectivity (up to74%).

Instrument

FVS-6000

Keywords

Vibrational circular dichroism, Enantioselective synthesis, Fluorination, Cinchona alkaloid, α-Tetralone