Toward Efficient Asymmetric Carbon–Carbon Bond Formation: Continuous Flow with Chiral Heterogeneous Catalysts

Abstract

A chiral Ca catalyst based on CaCl(2) with a chiral ligand was developed and applied to the asymmetric 1,4-addition of 1,3-dicarbonyl compounds to nitroalkenes as a model system. To address product inhibition issues, the Ca catalyst was applied to continuous flow with a chiral heterogeneous catalyst. The continuous flow system using a newly synthesized, polymer-supported Pybox was successfully employed, and the TON was improved 25-fold compared with those of the previous Ca(OR)(2) catalysts.