Recent advances in reactions promoted by amino acids and oligopeptides

Abstract

<jats:title>Abstract</jats:title><jats:p>During the last 20 years, Organocatalysis has become one of the major fields of Catalysis. Herein, we provide a recent overview on reactions where the use of amino acids and peptides as the organocatalysts was employed. All aspects regarding aldol reactions, Michael reactions, epoxidation, Henry reactions and many others that are crucial for the reaction conditions and reaction mechanisms are discussed.</jats:p>

Regulated synthesis of Zr-metal–organic frameworks with variable hole size and its influence on the performance of novel MOF-based heterogeneous amino acid–thiourea catalysts

“…13 Amino acid and its derivatives, which are practical organocatalysts, 14 have been widely used for catalyzing asymmetry organic reactions, such as aldol, Michael addition and Mannich reaction. [15][16][17][18] Given the existence of regularly ordered chiral functionalities to provide high enantioselectivity, amino acids are anchored into the MOF cavities to generate a heterogeneous catalyst. Amino acids (particularly proline) could be graed in MOF cavities either by self-assembly using functionalized ligands 19 or by post-synthetic functionalization starting from easily accessible amino-containing frameworks.…”

Arginine‐Catalyzed Henry Reaction of α‐Keto Amides with Nitromethane on Water

“…For example, amino acids and their derivatives were successfully employed in the aldol reactions, [9] Michael reactions [10] and many other transformations. [11] However, amino acids-catalyzed reactions are much less carried out in an aqueous system. [12] Alpha-hydroxyl-amide is one of the most representative skeletons in natural products and bioactive molecules, which are always prepared from α-keto amides via reduction in the promotion of Ni, [13] Ru, [14] Cu, [15] K 3 PO 4 [16] and Cs 2 CO 3 .…”