Application of Asymmetric Catalysis in Chiral Pesticide Active Molecule Synthesis

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(31), P. 17153 - 17165

Published: July 25, 2024

The different configurations of chiral pesticides generally have significant influence on their biological activities. Chiral agrochemicals with high optical purities become a prominent topic in the research field new due to advantages including lower toxicity, higher efficiency, and reduced residue levels. However, most commercially available that possess elements are still used racemic forms. To date, asymmetric catalysis has emerged as versatile tool for enantioselective synthesis various novel pesticide active molecules. This perspective provides comprehensive overview applications diverse catalytic approaches facile preparation numerous molecules, our own outlook future development this highly direction is also presented at end review.

Language: Английский

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Synthesis of P(V)-Stereogenic Phosphorus Compounds via Organocatalytic Asymmetric Condensation

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 26, 2024

Enantioenriched phosphorus(V)-stereogenic compounds, featuring a pentavalent phosphorus atom as the stereogenic center, are crucial in various natural products, drugs, bioactive molecules, and catalysts/ligands. While handful of stereoselective synthetic approaches have been developed, achieving direct stereocontrol at through catalytic generation phosphorus(V)-heteroatom bonds continues to be formidable challenge. Here, we disclose an organocatalytic asymmetric condensation strategy that employs novel activation mode stable feedstock phosphinic acids by formation mixed anhydride reactive species facilitate further catalyst-controlled P-O bond formations, involving dynamic kinetic transformation (DYKAT) process with alcohol nucleophiles via cinchonidine-derived bifunctional catalyst. The resulting H-phosphinate intermediates allow stereospecific derivatizations, affording modular access diverse library chiral phosphonates phosphonamidates notable antibacterial activity. Furthermore, this platform facilitates P-O/N coupling products presenting valuable tool for medicine agrochemical discovery.

Language: Английский

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Acid/Base‐Responsive Circularly Polarized Luminescence Emitters with Configurationally Stable Nitrogen Stereogenic Centers

Advanced Materials, Journal Year: 2025, Volume and Issue: unknown

Published: May 15, 2025

Abstract A way to prevent the fast configurational interconversion of tertiary amines is invoke Tröger's base analogs, which display methano‐ or ethano‐bridged diazocine cores fused aromatic rings. These derivatives are configurationally stable, even in acidic media when their structures bear ethylene bridges. Here, a two‐ three‐step synthesis presented and analogs with two peripheral fluorophores, i.e., anthracene, pyrene, 9,9‐dimethylfluorene units. compounds, possessing nitrogen stereogenic centers, exhibit good circularly polarized luminescence (CPL) dissymmetry factors (| g lum | up 1.2 × 10 −3 ) brightnesses ( B CPL 26.3 M −1 cm ), as well excellent fluorescence quantum yields, demonstrating Tröger´s core be convenient scaffold prepare emitters upon functionalization simple achiral fluorophores. Furthermore, stable employed modulate response, generating switch through protonation/deprotonation by consecutive additions acid base. The reversibility switching process demonstrated for cycles without altering performance molecule. It believed that this straightforward efficient approach building employing could lead its incorporation CPL‐based sensors materials.

Language: Английский

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NHC-Catalyzed Kinetic Resolution for the Synthesis of Boron-Stereogenic BODIPYs

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 9346 - 9352

Published: May 16, 2025

Language: Английский

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Construction of stereogenic nitrogen compounds: emerging chemistry

Trends in Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 1, 2024

Language: Английский

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