[HTML][HTML] Amino acidic scaffolds bearing unnatural side chains: An old idea generates new and versatile tools for the life sciences

A Stevenazzi, M Marchini, G Sandrone… - Bioorganic & medicinal …, 2014 - Elsevier
The unnatural amino acids (UAAs) are members of a class of molecules with relevant
impacts in the life sciences. Due to the role of these molecules in the modulation of the …

N‐methylation in amino acids and peptides: Scope and limitations

A Sharma, A Kumar, SAH Abdel Monaim, YE Jad… - …, 2018 - Wiley Online Library
Active pharmaceutical ingredients (APIs) can be divided into two types, namely chemical
and biological entities. Traditionally, the former has been associated with the so‐called …

[HTML][HTML] Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology

LD Tran, O Daugulis - Angewandte Chemie (International ed. in …, 2012 - ncbi.nlm.nih.gov
During the last years, transition-metal-catalyzed carbon-hydrogen bond functionalization
has witnessed an explosive growth.[1] The use of CH bond as a functional group is …

Cu-catalyzed enantioselective hydrogermylation: asymmetric synthesis of unnatural β-germyl α-amino acids

W Lin, L You, W Yuan, C He - ACS Catalysis, 2022 - ACS Publications
A copper-catalyzed asymmetric synthesis of unnatural β-germyl α-amino acids is developed.
This process undergoes an intermolecular enantioselective hydrogermylation of …

Direct catalytic chemoselective α-amination of acylpyrazoles: A concise route to unnatural α-amino acid derivatives

K Tokumasu, R Yazaki, T Ohshima - Journal of the American …, 2016 - ACS Publications
A direct copper-catalyzed highly chemoselective α-amination is described. Acylpyrazole
proved to be a highly efficient enolate precursor of a carboxylic acid oxidation state …

Biocompatible Photoinduced Alkylation of Dehydroalanine for the synthesis of unnatural α-amino acids

JAC Delgado, JTM Correia, EF Pissinati… - Organic …, 2021 - ACS Publications
A site-selective alkylation of dehydroalanine to access protected unnatural amino acids is
described. The protocol is characterized by the wide nature of alkyl radicals employed, mild …

Enantioselective Alkylation of Glycine Imines Using a Cinchona-Functionalized Crown Ether-Strapped Calixarene Phase-Transfer Catalyst

A Malik, PR Sharma, RK Sharma - The Journal of Organic …, 2023 - ACS Publications
We report a class of quaternary ammonium Cinchona-functionalized crown ether-strapped
calix [4] arene phase-transfer catalysts for the efficient enantioselective α-alkylation of …

Isothiourea‐Catalyzed Enantioselective Functionalisation of Glycine Schiff Base Aryl Esters via 1, 6‐and 1, 4‐Additions

L Stockhammer, R Craik, U Monkowius… - …, 2023 - Wiley Online Library
The enantioselective α‐functionalisation of glycine Schiff base aryl esters through
isothiourea catalysis is successfully demonstrated for 1, 6‐additions to para‐quinone …

2‐Hydroxybenzophenone as a Chemical Auxiliary for the Activation of Ketiminoesters for Highly Enantioselective Addition to Nitroalkenes under Bifunctional Catalysis

A Guerrero‐Corella, F Esteban, M Iniesta… - Angewandte …, 2018 - Wiley Online Library
An organocatalytic system is presented for the Michael addition of monoactivated glycine
ketimine ylides with a bifunctional catalyst. The ketimine bears an ortho hydroxy group …

Asymmetric Reductive Amination of α-Keto Acids Using Ir-Based Hydrogen Transfer Catalysts: An Access to Unprotected Unnatural α-Amino Acids

T Yajima, A Katayama, T Ito, T Kawada… - Organic …, 2024 - ACS Publications
A direct asymmetric reductive amination of α-keto acids catalyzed by Cp* Ir complexes
bearing a chiral N-(2-picolyl) sulfonamidato ligand is described. The combined use of …