N-BENZYLCINCHONINIUM CHLORIDE

Chemical properties

Solid

The Uses of N-BENZYLCINCHONINIUM CHLORIDE

Phase-transfer catalyst involved in:

• Enantioselective alkylation of malonic diester with alkyl halides
• Hydrolysis of enol esters
• Asymmetric 6π electrocyclization for synthesis of functionalized indolines
• Asymmetric Michael addition
• Alkylation of monosubstituted indolinones with alkylhalides
• Asymmetric destruction and kinetic resolution of 1-benzylated Reissert compounds

Purification Methods

Recrystallise the chloride from isoPrOH, toluene or small volumes of H2O. It is a good chiral phase transfer catalyst [Julia et al. J Chem Soc, Perkin Trans 1 574 1981, Hughes et al. J Am Chem Soc 106 446 1984, Hughes et al. J Org Chem 52 4745 1987].