Approach to a better understanding and modelling of β-pyrrolidinoalcohol ligands for enantioselective alkylation

A series of pyrrolidine-based β-amino alcohols derived from malic acid, citramalic acid and pantolactone with primary amines was prepared and their activity as chiral ligands in the enantioselective alkylation of benzaldehyde using diethylzinc was studied.

Graphical abstractApproach to a better under-standing and modelling of β-pyrrolidinoalcohol ligands for enantioselective alkylation β-pyrrolidinoalcohol derivatives of malic acid, citramalic acid and pantolactone were synthesized and tested in the enantioselective alkylation of benzaldehyde with diethylzinc. The insight into the mechanism of chiral induction contributes to the design of new ligands. Figure optionsDownload full-size imageDownload as PowerPoint slide