Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1042/bst020180s | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Organophotoredox-Driven Three-Component Synthesis of β-Trifluoromethyl β-Amino Ketones†.
J Org Chem
January 2025
Department of Chemistry and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universitat Autònoma de Barcelona, Cerdanyola del Vallès, 08193 Barcelona, Spain.
In this work, we present a photoredox three-component reaction that enables the synthesis of medicinally relevant β-trifluoromethyl β-amino ketones from a -trifluoroethylhydroxylamine derivative, styrenes and DMSO. Remarkably, fluoromethyl, difluoromethyl and pentafluoroethyl analogues are also accessed using the same reaction conditions. The mechanistic investigations, including radical trapping experiments, cyclic voltammetry, Stern-Volmer quenching studies and isotope labelling experiments support the photoinduced radical/polar crossover and Kornblum-type oxidation mechanisms.
View Article and Find Full Text PDFThe Petasis Reaction: Applications and Organic Synthesis-A Comprehensive Review.
Top Curr Chem (Cham)
January 2025
Department of Chemistry, Yashavantrao Chavan Institute of Science, Lead College, Karmaveer Bhaurao Patil University, Satara, Maharashtra, 415001, India.
The Petasis reaction has introduced significant advancements through the use of various catalysts, solvents, methodologies, and substrates in diverse areas of chemistry, including medicinal, organic, combinatorial, biochemical, and heterocyclic chemistry. It is a prominent method for synthesizing compounds such as α-amino acids, β-amino alcohols, Aza-beta-lactams, alkylaminophenols, α-arylglycines, 2H-chromenes, aminophenols, and hydrazide alcohols. With the increasing demand for medicines, drugs, industrial products, insecticides, and pesticides, the Petasis reaction has become an indispensable and versatile tool.
View Article and Find Full Text PDFBioinformatics and Computationally Supported Redesign of Aspartase for β-Alanine Synthesis by Acrylic Acid Hydroamination.
ACS Catal
January 2025
Chemical Biotechnology, Groningen Biomolecular Sciences and Biotechnology Institute (GBB), University of Groningen, 9747 AG Groningen, the Netherlands.
Aspartate ammonia lyases catalyze the reversible amination of fumarate to l-aspartate. Recent studies demonstrate that the thermostable enzyme from sp. YM55-1 (AspB) can be engineered for the enantioselective production of substituted β-amino acids.
View Article and Find Full Text PDFHomo-Mannich Reaction of Cyclopropanols: A Versatile Tool for Natural Product Synthesis.
Acc Chem Res
January 2025
Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China.
ConspectusThe Mannich reaction, involving the nucleophilic addition of an enol(ate) intermediate to an imine or iminium ion, is one of the most widely used synthetic methods for the synthesis of β-amino carbonyl compounds. Nevertheless, the homo-Mannich reaction, which utilizes a homoenolate intermediate as the nucleophilic partner and provides straightforward access to the valuable γ-amino carbonyl compounds, remains underexplored. This can be largely attributed to the difficulties in generation and manipulation of the homoenolate species, despite various homoenolate equivalents that have been developed.
View Article and Find Full Text PDFOne-Pot Synthesis of β-Alanine from Fumaric Acid via an Efficient Dual-Enzyme Cascade Biotransformation.
Biomolecules
December 2024
National Engineering Research Center of Wheat and Corn Further Processing, Henan University of Technology, Zhengzhou 450001, China.
As the only naturally occurring β-amino acid, β-alanine has important application prospects in many fields. Driven by the huge demand, biosynthesis is becoming more and more popular as a potential alternative to the chemical synthesis of β-alanine. Although the direct pathway from L-aspartic acid to β-alanine, catalyzed by L-aspartic acid-α-decarboxylase (PanD), is ideal for β-alanine synthesis, it is hindered by the high cost of the substrate and limited economic viability.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!