Challenges and recent advancements in the synthesis of α, α-disubstituted α-amino acids

Y Zhang, J Vanderghinste, J Wang, S Das - Nature communications, 2024 - nature.com
Abstract α, α-Disubstituted α-amino acids (α-AAs) have improved properties compared to
other types of amino acids. They serve as modifiers of peptide conformation and as …

Modular α-tertiary amino ester synthesis through cobalt-catalysed asymmetric aza-Barbier reaction

X Wu, H Xia, C Gao, B Luan, L Wu, C Zhang, D Yang… - Nature Chemistry, 2024 - nature.com
Unnatural chiral α-tertiary amino acids containing two different carbon-based substituents at
the α-carbon centre are widespread in biologically active molecules. This sterically rigid …

Stereoselective synthesis of acyclic α, α-disubstituted α-amino acids derivatives from amino acids templates

C Cativiela, M Ordóñez, JL Viveros-Ceballos - Tetrahedron, 2020 - Elsevier
Stereoselective synthesis of acyclic α,α-disubstituted α-amino acids derivatives from amino acids
templates - ScienceDirect Skip to main contentSkip to article Elsevier logo Journals & Books …

Direct Asymmetric α-Alkylation of NH2-Unprotected Amino Acid Esters Enabled by Biomimetic Chiral Pyridoxals

P Ji, J Li, Y Tao, M Li, W Ling, J Chen, B Zhao - ACS Catalysis, 2023 - ACS Publications
Biosynthesis utilizes kinetic strategies to regulate the chemoselectivity for the
transformations of molecules containing multiple active reaction sites. But it is a grand …

Asymmetric α-arylation of amino acids

DJ Leonard, JW Ward, J Clayden - Nature, 2018 - nature.com
Quaternary amino acids, in which the α-carbon that bears the amino and carboxyl groups
also carries two carbon substituents, have an important role as modifiers of peptide …

Pseudoephedrine‐Directed Asymmetric α‐Arylation of α‐Amino Acid Derivatives

RC Atkinson, F Fernández‐Nieto… - Angewandte Chemie …, 2015 - Wiley Online Library
Available α‐amino acids undergo arylation at their α position in an enantioselective manner
on treatment with base of N′‐aryl urea derivatives ligated to pseudoephedrine as a chiral …

Hydrogen-bond directed regioselective pd-catalyzed asymmetric allylic alkylation: the construction of chiral α-amino acids with vicinal tertiary and quaternary …

X Wei, D Liu, Q An, W Zhang - Organic letters, 2015 - ACS Publications
A Pd-catalyzed asymmetric allylic alkylation of azlactones with 4-arylvinyl-1, 3-dioxolan-2-
ones was developed, providing “branched” chiral α-amino acids with vicinal tertiary and …

Recent progress in memory of chirality (MOC): an advanced chiral pool

V Alezra, T Kawabata - Synthesis, 2016 - thieme-connect.com
This review describes the recent advances in asymmetric reactions based on memory of
chirality. The memory of chirality is a unique concept concerning an advanced type of chiral …

[PDF][PDF] Nanometer-range communication of stereochemical information by reversible switching of molecular helicity.

J Solà, SP Fletcher, A Castellanos, J Clayden - Angewandte Chemie, 2010 - academia.edu
Stable helical molecular structures are ubiquitous in both biological and synthetic
polymers,[1] and in general the handedness (screw-sense) of a helical polymer is dictated …

Asymmetric α-arylation of amino acid derivatives by clayden rearrangement of ester enolates via memory of chirality

K Tomohara, T Yoshimura, R Hyakutake… - Journal of the …, 2013 - ACS Publications
Asymmetric α-Arylation of Amino Acid Derivatives by Clayden Rearrangement of Ester Enolates
via Memory of Chirality | Journal of the American Chemical Society ACS ACS Publications …