Recent advances in catalytic enantioselective synthesis of fluorinated α‐and β‐amino acids

XX Zhang, Y Gao, XS Hu, CB Ji… - Advanced Synthesis & …, 2020 - Wiley Online Library
Enantioenriched fluorinated α‐and β‐amino acids are often encountered in numerous
pharmaceuticals and bioactive molecules, and also of great importance as probes in PET …

The Fascinating Chemistry of α‐Haloamides

A Fantinati, V Zanirato, P Marchetti… - ChemistryOpen, 2020 - Wiley Online Library
The aim of this review is to highlight the rich chemistry of α‐haloamides originally mainly
used to discover new C− N, C− O and C− S bond forming reactions, and later widely …

Manganese‐Catalyzed anti‐Selective Asymmetric Hydrogenation of α‐Substituted β‐Ketoamides

L Zhang, Z Wang, Z Han, K Ding - … Chemie International Edition, 2020 - Wiley Online Library
A Mn‐catalyzed diastereo‐and enantioselective hydrogenation of α‐substituted β‐
ketoamides has been realized for the first time under dynamic kinetic resolution conditions …

Deployment of sulfinimines in charge-accelerated sulfonium rearrangement enables a surrogate asymmetric Mannich reaction

M Feng, I Mosiagin, D Kaiser, B Maryasin… - Journal of the …, 2022 - ACS Publications
β-Amino acid derivatives are key structural elements in synthetic and biological chemistry.
Despite being a hallmark method for their preparation, the direct Mannich reaction …

Chiral metal salts as ligands for catalytic asymmetric Mannich reactions with simple amides

Y Yamashita, A Noguchi, S Fushimi… - Journal of the …, 2021 - ACS Publications
Catalytic asymmetric Mannich reactions of imines with weakly acidic simple amides were
developed using a chiral potassium hexamethyldisilazide (KHMDS)–bis (oxazoline) …

Highly enantio-and diastereoselective synthesis of 1, 2, 3-trisubstituted cyclopropanes from α, β-unsaturated amides and stabilized sulfur ylides catalyzed by a chiral …

S K. Pagire, N Kumagai, M Shibasaki - ACS Catalysis, 2021 - ACS Publications
The stereoselective preparation of 1, 2, 3-substituted cyclopropanes from α, β-unsaturated
carbonyl compounds in the carboxylic acid oxidation state through Michael addition-initiated …

Protected syn-Aldol Compounds from Direct, Catalytic, and Enantioselective Reactions of N-Acyl-1,3-oxazinane-2-thiones with Aromatic Acetals

M Mellado-Hidalgo, EA Romero-Cavagnaro… - Organic …, 2023 - ACS Publications
A direct and asymmetric syn-aldol reaction of N-acyl-1, 3-oxazinane-2-thiones with dialkyl
acetals from aromatic acetals in the presence of 2–5 mol%[DTBM-SEGPHOS] NiCl2 …

Boron Catalysis in the Transformation of Carboxylic Acids and Carboxylic Acid Derivatives

M Sawamura, Y Shimizu - European Journal of Organic …, 2023 - Wiley Online Library
Carboxylic acids, amides, and esters are ubiquitous motifs in functional organic molecules.
However, the reactivities of these high oxidation state carbonyl compounds are far lower …

Direct catalytic asymmetric aldol reaction of α‐alkoxyamides to α‐fluorinated ketones

R Pluta, N Kumagai, M Shibasaki - … Chemie International Edition, 2019 - Wiley Online Library
Abstract α‐Oxygen‐functionalized amides found particular utility as enolate surrogates for
direct aldol couplings with α‐fluorinated ketones in a catalytic manner. Because of the likely …

Synthesis of β-Hydroxy α-Amino Acids Through Brønsted Base-Catalyzed syn-Selective Direct Aldol Reaction of Schiff Bases of Glycine o-Nitroanilide

S Vera, A Vázquez, R Rodriguez… - The Journal of …, 2021 - ACS Publications
Here we report the highly enantio-and syn-selective synthesis of β-hydroxy α-amino acids
from glycine imine derivatives under Brønsted base (BB) catalysis. The key of this approach …