Asymmetric organocatalysis is a robust methodology providing access to numerous valuable compounds while having green chemistry principles in mind. The realization of organocatalytic transformation under solvent-free mechanochemical conditions brings additional benefits in terms of yields, selectivities, and, last but not least overall improved sustainability. This overview describes developments in the use of mechanochemistry as a vehicle for asymmetric organocatalytic transformations. The material is organized according to main catalytic activation modes, starting with covalent activation and proceeding to non-covalent activation modes. The advantages of mechanochemical organocatalytic reactions are particularly highlighted, but in some cases also, limitations are mentioned. Possibilities for target compound synthesis are also discussed.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/tcr.202200283 | DOI Listing |
ChemSusChem
January 2025
Grupo Ciencia de los Materiales, Facultad de Ciencias Exactas y, Instituto de Química, Naturales Universidad de Antioquia, Calle 70 No 52-21, Medellín, Colombia.
In recent years, mechanosynthesis of peptides through either chemical or enzymatic routes has been accomplished. In part, this advancement has been driven due to the organocatalytic properties of peptide-based biomaterials. In this work, we report the merging of chemical and enzymatic protocols under mechanochemical conditions to synthesize peptide materials based on L-proline and L-phenylalanine.
View Article and Find Full Text PDFBeilstein J Org Chem
January 2025
Department of Organic Chemistry, Faculty of Natural Science, Comenius University Bratislava, Mlynská dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia.
Axial chirality is present in a variety of naturally occurring compounds, and is becoming increasingly relevant also in medicine. Many axially chiral compounds are important as catalysts in asymmetric catalysis or have chiroptical properties. This review overviews recent progress in the synthesis of axially chiral compounds via asymmetric organocatalysis.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR 999077, China.
Carboranyl amines are distinct from typical organic amines. Due to the electronic influence of the carborane cage, they have low nucleophilicity and are reluctant to alkylate. Moreover, asymmetric synthesis of chiral carboranes is still in its infancy.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
College of Chemistry, Central China Normal University, Wuhan 430079, Hubei, China.
With the rapid advancements in asymmetric catalysis, there is a growing need for the asymmetric selective synthesis of complex and diverse molecules with chiral axes. Axially chiral molecules are not only present in natural products and drugs but also in specialized chiral ligands and catalysts. The catalytic asymmetric synthesis of axially chiral molecules has garnered significant attention within the chemical community.
View Article and Find Full Text PDFBeilstein J Org Chem
December 2024
Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química "Andrés M. del Río" (IQAR), Universidad de Alcalá (IRYCIS), 28805 Madrid, Spain.
Asymmetric cycloaddition is a straightforward strategy which enables the synthesis of structurally distinct cyclic derivatives which are difficult to access by other methodologies, using an efficient and atom-economical path from simple precursors. In recent years several asymmetric catalytic cyclization strategies have been accomplished for the construction of -heterocycles using various catalytic systems such as chiral metal catalysts, chiral Lewis acids or chiral organocatalysts. This review presents an overview of the recent advances in enantioselective cyclization reactions of 1-azadienes catalyzed by non-covalent organocatalysts.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!