Catalysis

Enantioselective synthesis

Dipeptide

Amino acid

Biochemistry

Combinatorial chemistry

Organic chemistry

Proline

Diamine

Organocatalysis

Chemistry

Ionic liquid

Tetrahedron

In the area of asymmetric organocatalysis, significant effort has been dedicated during the last decade to improve the performance of emblematic catalysts such as proline, as well as to carry out organocatalytic reactions under more sustainable conditions. The present Report summarizes recent developments aiming to satisfy such goals. In particular, the design and evaluation of diamine analogs of privileged (S)-prolinols as organocatalysts is discussed. Furthermore, the remarkable influence of solvate ionic liquids as well as the usage of other types of ionic liquids that results in a significant improvement of the catalytic activity of (S)-proline is described. A central part of the present Report is dedicated to report on the organocatalytic activity of α,α- and α,β-dipeptide derivatives of (S)-proline, and an additional section describes the preparation and evaluation of several chiral heterocycle-containing (S)-proline derivatives.

Recent developments in next generation (S)-proline-derived chiral organocatalysts