A5011639404- Catalytic C–H Functionalization Methods
- Carbohydrate Chemistry and Synthesis
- Radical Photochemical Reactions
- Chemical Synthesis and Analysis
- Influenza Virus Research Studies
- Glycosylation and Glycoproteins Research
- Click Chemistry and Applications
- Asymmetric Hydrogenation and Catalysis
- Sulfur-Based Synthesis Techniques
- Cyclopropane Reaction Mechanisms
- interferon and immune responses
- Synthesis and Catalytic Reactions
- Peptidase Inhibition and Analysis
- Fluorine in Organic Chemistry
- Molecular Junctions and Nanostructures
- Oxidative Organic Chemistry Reactions
- Catalytic Cross-Coupling Reactions
- Monoclonal and Polyclonal Antibodies Research
- Immune Response and Inflammation
- Asymmetric Synthesis and Catalysis
- Microbial Natural Products and Biosynthesis
- Advanced biosensing and bioanalysis techniques
- Organic Chemistry Cycloaddition Reactions
- Viral-associated cancers and disorders
- Hepatitis C virus research
Peking University
2005-2024
Beijing National Laboratory for Molecular Sciences
2019-2024
Kunming University of Science and Technology
2013-2022
Dalian University of Technology
2016-2021
University of Maryland, College Park
2016-2019
North Sichuan Medical University
2019
Affiliated Hospital of North Sichuan Medical College
2019
Dalian University
2016-2019
Minzu University of China
2017
Case Western Reserve University
2016
A functional group tolerant cobalt-catalyzed method for the intermolecular hydrofunctionalization of alkenes with oxygen- and nitrogen-based nucleophiles is reported. This protocol features a strategic use hypervalent iodine(III) reagents that enables mechanistic shift from conventional cobalt–hydride catalysis. Key evidence was found supporting unique bimetallic-mediated rate-limiting step involving two distinct cobalt(III) species, which new carbon–heteroatom bond formed.
Here we disclose a general Co(II/III/IV) electrocatalytic platform for alkene functionalization. Driven by electricity, set of the oxidative hydrofunctionalization reactions via hydrogen atom transfer were demonstrated without need stochiometric chemical oxidants. The scope encompasses hydroalkoxylation, hydroacyloxylation, hydroarylation, semipinacol rearrangement, and deallylation. Mechanistic studies stereochemical evidence support an ECEC process involving electrochemically generated...
A general protocol has been developed for the Markovnikov-selective intermolecular hydrofunctionalization based on visible-light-mediated Co/Ru dual catalysis. The key feature involves photochemical oxidation of an organocobalt(III) intermediate derived from hydrogen atom transfer, which is supported by electrochemical analysis, quenching studies, and stoichiometric experiments. This redox process enables efficient branch-selective alkylation pharmaceutically important nucleophiles (phenols,...
In metal hydride-catalyzed alkene hydrofunctionalization reactions via hydrogen atom transfer, simple carbonyl groups have been well-recognized as good somophiles at the carbon for C-C bond formation. Here we report an alternative pathway exploring O-nucleophile to make new C-O bonds during CoH-catalyzed oxidative cyclization of alkenyl aldehydes. This reaction provides a rapid, mild, modular, and stereoselective (up >20:1) entry saturated O-heterocycles nucleophilic trapping in situ-formed...
Terminal sialic acid residues often mediate the interactions of cell surface glycoconjugates. Sialic acid-dependent typically exhibit rapid dissociation rates, precluding use traditional biological techniques for complex isolation. To stabilize these transient interactions, we employ a targeted photo-cross-linking approach in which diazirine photo-cross-linker is incorporated into sialylated glycoconjugates through metabolic oligosaccharide engineering. We describe three diazirine-modified...
Without a trace: Phenylthiomethyl glycosides, which are prepared by glycosylation of phenylthiomethanol, serve as precursors to the hitherto unknown azidomethyl glycosides and then N-glycosylmethyl 1,4- 1,5-substituted triazoles (see scheme; Bz=benzoyl). The also readily converted into amidomethyl traceless Staudinger reaction.
<italic>N</italic>-modified GM3 glycoconjugates improved the efficiency of vaccination without combination metabolic oligosaccharide engineering technology.
The asymmetric ring opening reactions of bicyclic alkenes with boronic acids were accomplished by using a highly active palladium/zinc co-catalytic system that was suitable for both azabenzonorbornadienes and oxabenzonorbornadienes, which transformed to the corresponding chiral hydronaphthalene products in high yields (up 99%) optical purities 98% ee). reaction protocol is general mild displays good functional group tolerance.
Acute myeloid leukemia (AML) is an aggressive malignancy with only a handful of therapeutic options. About 30% AML patients harbor mutated FLT3 kinase, and thus, this cancer-driver has become hotly pursued target. Herein we report new class inhibitors, which potently inhibit the proliferation acute cells at nanomolar concentrations.
Oleanolic acid (OA) was discovered as a mild influenza hemagglutinin (HA) inhibitor in our earlier studies. In the present work, 20 compounds were prepared by structural modifications of OA, and their antiviral activities against A/WSN/33 (H1N1) virus Madin-Darby canine kidney (MDCK) cells evaluated. Based on biological result, structure-activity relationship (SAR) discussed. Compound 10 with six-carbon chain terminal hydroxyl group showed strongest anti-influenza activity an IC50 2.98 µM,...
Two series of neoglycosyl donors are prepared on the basis connection an allylic disulfide motif to anomeric center via a simple O-glycosyl linkage or N-glycosyl amide unit. Conjugation both sets cysteine in peptides is demonstrated through classical exchange followed by phosphine-mediated desulfurative rearrangement resulting neoglycopeptides characterized thioether spacer. The conjugation reaction functions absence protecting groups donor and peptide aqueous media at room temperature.
Influenza B virus is a main causative pathogen of annual influenza epidemics, however, research on in general lags behind that A viruses, one the important reasons studies viruses animal models are limited. Here we investigated tree shrew as potential model for studies. Tree shrews and ferrets were inoculated with either Yamagata or Victoria lineage virus. Symptoms including nasal discharge weight loss observed. Nasal wash respiratory tissues collected at 2, 4 6 days post inoculation (DPI)....
A general protocol has been developed for the Markovnikov-selective intermolecular hydrofunctionalization based on visible-light-mediated Co/Ru dual catalysis. The key feature involves photochemical oxidation of an organocobalt(III) intermediate derived from hydrogen atom transfer, which is supported by electrochemical analysis, quenching studies and stoichiometric experiments. This unique redox process enables efficient branch-selective alkylation pharmaceutically important nucleophiles...
Influenza is a major threat to millions of people worldwide. Entry inhibitors are particular interest for the development novel therapeutic strategies influenza. We have previously discovered oleanolic acid (OA) be mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by 3D structure HA as homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers central region via copper-catalyzed azide–alkyne cycloaddition reaction. All were evaluated their...
Carbene and metal carbenoid species, originally viewed as too reactive to be useful for complex molecule synthesis, have now emerged attractive intermediates the construction of highly functionalized heterocyclic compounds. A popular route carbenoids involves decomposition diazo starting materials, using various transition metals. In this review we highlight some utilities in synthesis biologically-active or natural product-like Some reaction classes that feature prominently these syntheses...
The use of aryl/alkyl sulfenyl triflates as glycosylation promoters is reviewed with a focus on the application these reagents in glycosylations, mechanistic studies, and syntheses oligosaccharides.
Durch Glycosylierung von Phenylthiomethanol erhaltene Phenylthiomethylglycoside dienen als Vorstufen für bislang unbekannte Azidomethylglycoside, die wiederum in 1,4- und 1,5-substituierte Triazole mit N-Glycosylmethylgruppen (siehe Schema; Bz=Benzoyl) – mithilfe einer Staudinger-Reaktion spurlos Amidomethylglycoside überführt werden können.