A5080707337- Asymmetric Hydrogenation and Catalysis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Organophosphorus compounds synthesis
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Synthesis and Catalytic Reactions
- Chemical Synthesis and Analysis
- Advanced Synthetic Organic Chemistry
- Catalytic C–H Functionalization Methods
- Crystallography and molecular interactions
- Surface Chemistry and Catalysis
- Organometallic Complex Synthesis and Catalysis
- Microbial Natural Products and Biosynthesis
- Nanomaterials for catalytic reactions
- Cytokine Signaling Pathways and Interactions
- Chemical Synthesis and Reactions
- Catalytic Cross-Coupling Reactions
- Organic and Inorganic Chemical Reactions
- Sulfur-Based Synthesis Techniques
- Advanced biosensing and bioanalysis techniques
- Click Chemistry and Applications
- Carbon dioxide utilization in catalysis
- Lung Cancer Treatments and Mutations
- PI3K/AKT/mTOR signaling in cancer
University of Oxford
2018-2024
Chiesi (Italy)
2024
Mansfield University
2024
Institut de Science et d'Ingénierie Supramoléculaires
2023
Université de Strasbourg
2023
Vrije Universiteit Amsterdam
2021
Kyoto University
2021
Oxford Research Group
2020
Oxfam
2018
Molecules that contain a stereogenic phosphorus atom are crucial to medicine, agrochemistry and catalysis. While methods available for the selective construction of various chiral organophosphorus compounds, catalytic enantioselective approaches their synthesis far less common. Given vastness possible substituent combinations around atom, protocols preparation should also be divergent, providing facile access not only one but many classes compounds. Here we introduce strategy an...
ConspectusTo improve the field of catalysis, there is a substantial and growing need for novel high-performance catalysts providing new reactivity. To date, however, set reactions that can be reliably performed to prepare chiral compounds in largely one enantiomeric form using still represents small fraction toolkit known transformations. In this context, Brønsted bases have played an expanding role catalyzing enantioselective between various carbon- heteroatom-centered acids host...
A bifunctional iminophosphorane (BIMP)-catalyzed, enantioselective intramolecular oxa-Michael reaction of alcohols to tethered, low electrophilicity Michael acceptors is described. Improved reactivity over previous reports (1 day vs 7 days), excellent yields (up 99%), and enantiomeric ratios 99.5:0.5 er) are demonstrated. The broad scope, enabled by catalyst modularity tunability, includes substituted tetrahydrofurans (THFs) tetrahydropyrans (THPs), oxaspirocycles, sugar natural product...
A broadly improved second generation catalytic two-phase strategy for the enantioselective synthesis of stereogenic at phosphorus (V) compounds is described. This protocol, consisting a bifunctional iminophosphorane (BIMP) catalyzed nucleophilic desymmetrization prochiral, bench stable P(V) precursors and subsequent enantiospecific substitution allows divergent access to wide range C-, N-, O- S- substituted containing from handful enantioenriched intermediates. new ureidopeptide BIMP...
The first enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles, enabled by a bifunctional iminophosphorane (BIMP) organocatalyst, is described.
The first metal-free catalytic intermolecular enantioselective Michael addition to unactivated α,β-unsaturated amides is described. Consistently high enantiomeric excesses and yields were obtained over a wide range of alkyl thiol pronucleophiles electrophiles under mild reaction conditions, enabled by novel squaramide-based bifunctional iminophosphorane catalyst. Low catalyst loadings (2.0 mol %) achieved on decagram scale, demonstrating the scalability reaction. Computational analysis...
The Pd-catalyzed etherification of nitroarenes with arenols has been achieved using a new rationally designed ligand. Mechanistic insights were used to design the ligand so that both oxidative addition and reductive elimination steps plausible catalytic cycle facilitated. system established here provides direct access range unsymmetrical diaryl ethers from nitroarenes.
The first total synthesis of the potent antibiotic berkeleylactone A is described in 10 steps with an overall yield 9.5%. key step our concise route a late-stage, highly diastereoselective, sulfa-Michael addition. 16-membered macrocyclic lactone was formed via ring closing metathesis and subsequent chemoselective reduction. absolute stereochemical configuration confirmed by single-crystal X-ray analysis. Synthetic tested against several methicillin-resistant Staphylococcus aureus strains,...
The design of inhaled selective phosphatidylinositol 3-kinase delta (PI3Kδ) inhibitors for the treatment inflammatory lung diseases was pursued. Knowledge-based a novel isocoumarin scaffold that able to adopt
Compounds containing one or more stereogenic phosphorous atoms in the P(V) oxidation state are important to chemistry, biology and medicine. These include marketed antiviral drugs such as Tenofovir alafenamide Remdesivir, an effective treatment for Ebola which has also recently been approved use against SARS-CoV-2 US. Existing approaches stereoselective synthesis of P-stereogenic centers, while elegant, remain mostly diastereoselective, with catalytic enantioselective being limited...
Abstract A broadly improved second generation catalytic two‐phase strategy for the enantioselective synthesis of stereogenic at phosphorus (V) compounds is described. This protocol, consisting a bifunctional iminophosphorane (BIMP) catalyzed nucleophilic desymmetrization prochiral, bench stable P(V) precursors and subsequent enantiospecific substitution allows divergent access to wide range C ‐, N O ‐ S substituted containing from handful enantioenriched intermediates. new ureidopeptide BIMP...
A second generation catalytic two-phase strategy for the enantioselective synthesis of chiral at P(V) compounds is described. This protocol, consisting a bifunctional iminophosphorane (BIMP) catalyzed nucleophilic desymmetrization prochiral, bench stable precursors and subsequent enantiospecific substitution allows divergent access to wide range C-, N-, O- S- substituted containing from handful enantioenriched precursors. new catalyst/leaving group combination allowed far wider substrate...
Compounds containing one or more stereogenic phosphorous atoms in the P(V) oxidation state are important to chemistry, biology and medicine. These include marketed antiviral drugs such as Tenofovir alafenamide Remdesivir, an effective treatment for Ebola which has also recently been approved use against SARS-CoV-2 US. Existing approaches stereoselective synthesis of P-stereogenic centers, while elegant, remain mostly diastereoselective, with catalytic enantioselective being limited...
Compounds containing one or more stereogenic phosphorous atoms in the P(V) oxidation state are important to chemistry, biology and medicine. These include marketed antiviral drugs such as Tenofovir alafenamide Remdesivir, an effective treatment for Ebola which has also recently been approved use against SARS-CoV-2 US. Existing approaches stereoselective synthesis of P-stereogenic centers, while elegant, remain mostly diastereoselective, with catalytic enantioselective remaining limited...
The first metal-free catalytic intermolecular enantioselective sulfa-Michael addition to unactivated α , β - unsaturated amides is described. Consistently high enantiomeric excesses, and yields were obtained over a wide range of alkyl thiol pronucleophiles electrophiles under mild reaction conditions, enabled by novel squaramide-based bifunctional iminophosphorane (BIMP) catalyst. Low catalyst loadings (2 mol%) achieved on decagram scale, demonstrating the scalability reaction. Computational...
<div>The first metal-free catalytic intermolecular enantioselective sulfa-Michael addition to unactivated <i>α</i>,<i>β</i>- unsaturated amides is described. Consistently high enantiomeric excesses, and yields were obtained over a wide range of alkyl thiol pronucleophiles electrophiles under mild reaction conditions, enabled by novel squaramide-based bifunctional iminophosphorane (BIMP) catalyst. Low catalyst loadings (2 mol%) achieved on decagram scale,...