Fluorous chiral bis(oxazolines): Synthesis and application in asymmetric Henry reaction

Abstract

A fluorous bis(oxazolines) was synthesized by a facile two-step process using malononitrile as the starting material. The compound was tested as a chiral ligand in copper-catalyzed Henry reactions of nitromethane with different aldehydes to afford the corresponding β-nitroalcohols in 61–75% yield with enantioselectivities up to 99%. Furthermore, the fluorous ligand can be easily recovered and reused without significant loss in its activity.