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

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

July 30, 2019

  • Year

  • Technique

  • Industry

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%).

Full Article

https://reader.elsevier.com/reader/sd/pii/S0022113918303993?token=F090F7B95A30F08CB2210F0FC89D1330DB536E51C89908E4D1F9115AFFBC728A9BDB769BF200B72407DFE159F85C9E29

Instrument

FVS-6000

Keywords

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