A5029918603- Radical Photochemical Reactions
- Sulfur-Based Synthesis Techniques
- Catalytic C–H Functionalization Methods
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- CO2 Reduction Techniques and Catalysts
- Oxidative Organic Chemistry Reactions
- Traditional and Medicinal Uses of Annonaceae
- Asymmetric Synthesis and Catalysis
- Catalytic Cross-Coupling Reactions
- Chemical Synthesis and Analysis
- Advanced Synthetic Organic Chemistry
- Coordination Chemistry and Organometallics
- Click Chemistry and Applications
- Asymmetric Hydrogenation and Catalysis
- Crystallography and molecular interactions
- Conducting polymers and applications
- Axial and Atropisomeric Chirality Synthesis
- Marine Sponges and Natural Products
- Synthetic Organic Chemistry Methods
- Luminescence and Fluorescent Materials
- Inorganic Fluorides and Related Compounds
- Electrochemical Analysis and Applications
- Fluorine in Organic Chemistry
- Synthesis and Catalytic Reactions
Scripps (United States)
2018-2024
Scripps Institution of Oceanography
2018-2024
Scripps Research Institute
2019-2024
Torrey Pines Institute For Molecular Studies
2018-2024
ETH Zurich
2023-2024
Universidad Autónoma de Madrid
2017-2022
C–N cross-coupling is one of the most valuable and widespread transformations in organic synthesis. Largely dominated by Pd- Cu-based catalytic systems, it has proven to be a staple transformation for those both academia industry. The current study presents development mechanistic understanding an electrochemically driven, Ni-catalyzed method achieving this reaction high strategic importance. Through series electrochemical, computational, kinetic, empirical experiments, key features have...
A mild, scalable (kg) metal-free electrochemical decarboxylation of alkyl carboxylic acids to olefins is disclosed. Numerous applications are presented wherein this transformation can simplify alkene synthesis and provide alternative synthetic access valuable from simple acid feedstocks. This robust method relies on alternating polarity maintain the quality electrode surface local pH, providing a deeper understanding Hofer-Moest process with unprecedented chemoselectivity.
The direct union of primary, secondary, and tertiary carboxylic acids with a chiral glyoxylate-derived sulfinimine provides rapid access into variety enantiomerically pure α-amino (>85 examples). Characterized by operational simplicity, this radical-based reaction enables the modular assembly exotic acids, including both unprecedented structures those established industrial value. described method performs well in high-throughput library synthesis, has already been implemented three distinct...
The innate electrophilicity of imine building blocks has been exploited in organic synthetic chemistry for decades. Inspired by the resurgence photocatalysis, reactivity now redesigned through generation unconventional and versatile radical intermediates under mild reaction conditions. While novel photocatalytic approaches have broadened range applicability conventional additions to acceptors, possibility use these imines as latent nucleophiles via single-electron reduction also uncovered....
Abstract The first total synthesis of dragocins A−C, remarkable natural products containing an unusual C4’ oxidized ribose architecture bridged by a polyhydroxylated pyrrolidine, is presented through route featuring number uncommon maneuvers. Several generations towards the target molecules are presented, including spectacular failure key C−H oxidation on late‐stage intermediate. final features rapid, stereocontrolled access to densely functionalized pyrrolidine and unprecedented...
In this communication, a new photocatalytic strategy for the addition of alkyl-radical derivatives to N-sulfinimines with complete diastereoselectivity and moderate good yields is presented. This first asymmetric under visible light irradiation smooth conditions functional group tolerance.
The current study presents a direct CF<sub>2</sub>H radical addition to CN bonds predicated on the photocatalytic activation of commercially available zinc difluoromethanesulfinate, achieving impressive structural diversity.
Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of
Abstract The direct union of primary, secondary, and tertiary carboxylic acids with a chiral glyoxylate‐derived sulfinimine provides rapid access into variety enantiomerically pure α‐amino (>85 examples). Characterized by operational simplicity, this radical‐based reaction enables the modular assembly exotic acids, including both unprecedented structures those established industrial value. described method performs well in high‐throughput library synthesis, has already been implemented...
Aryl radical generation and manipulation constitutes a long-standing challenge in organic synthesis. Photocatalytic single-electron reduction of aryl halides has been established as premier activation pathway to reach these intermediates. The current study integrates the conceptual simplicity classical intramolecular homolytic substitution with practicality modern photocatalytic approach. Predicated on an efficient metal-free dehalogenation under mild organo-photoredox conditions, sulfur,...
The ability of diferrocenylsilanediol, Fc2Si(OH)2 (5), and 1,1,3,3-tetraferrocenyldisiloxane-1,3-diol, Fc2(HO)Si–O–Si(OH)Fc2 (6), to act as new electroactive anion receptors for either acetate or chloride anions has been investigated in solution, the solid state, gas phase. 1H NMR spectroscopic titrations with reveal that binding interaction causes chemical-shift perturbations not only Si–OH hydrogen-bonding donor motif but also ferrocenyl protons 5 6. Square-wave voltammetric studies...
C–N cross-coupling is one of the most valuable and widespread transformations in organic synthesis. Largely dominated by Pd- Cu-based catalytic systems, it has proven to be a staple transformation for those both academia industry. The current study presents development mechanistic understanding an electrochemically driven, Ni-catalyzed method achieving this reaction high strategic importance. Through series electrochemical, computational, kinetic, empirical experiments key features have been...
Abstract The first total synthesis of dragocins A−C, remarkable natural products containing an unusual C4’ oxidized ribose architecture bridged by a polyhydroxylated pyrrolidine, is presented through route featuring number uncommon maneuvers. Several generations towards the target molecules are presented, including spectacular failure key C−H oxidation on late‐stage intermediate. final features rapid, stereocontrolled access to densely functionalized pyrrolidine and unprecedented...
A mild, scalable (kg) metal-free electrochemical decarboxylation of alkyl carboxylic acids to olefins is disclosed. Numerous applications are presented wherein this transformation can simplify alkene synthesis and provide alternative synthetic access valuable from simple acid feedstocks. This robust method relies on alternating polarity maintain the quality electrode surface local pH, providing a deeper understanding Hofer-Moest process with unprecedented chemoselectivity.
Abstract A mild, scalable (kg) metal‐free electrochemical decarboxylation of alkyl carboxylic acids to olefins is disclosed. Numerous applications are presented wherein this transformation can simplify alkene synthesis and provide alternative synthetic access valuable from simple acid feedstocks. This robust method relies on alternating polarity maintain the quality electrode surface local pH, providing a deeper understanding Hofer‐Moest process with unprecedented chemoselectivity.
The addition of nucleophilic imines, using 2-hydroxybenzophenone as a chemical auxiliary, is presented.
<div> <p>C–N cross-coupling is one of the most valuable and widespread transformations in organic synthesis. Largely dominated by Pd- Cu-based catalytic systems, it has proven to be a staple transformation for those both academia industry. The current study presents development mechanistic understanding an electrochemically driven, Ni-catalyzed method achieving this reaction high strategic importance. Through series electrochemical, computational, kinetic, empirical experiments...
The first total synthesis of dragocins A–C, remarkable natural products containing an unusual C-4’oxidized ribose architecture bridged by a polyhydroxylated pyrrolidine, is presented through route featuring number uncommon maneuvers. Several generations towards the target molecules are including spectacular failure key C–H oxidation on late- stage intermediate. final features rapid, stereocontrolled access to densely functionalized pyrrolidine and unprecedented diastereoselective oxidative...