A5101992911- Catalytic C–H Functionalization Methods
- Synthesis and Catalytic Reactions
- Chromatography in Natural Products
- Asymmetric Hydrogenation and Catalysis
- Pharmacological Effects of Natural Compounds
- Phytochemistry and biological activity of medicinal plants
- Cyclopropane Reaction Mechanisms
- Catalytic Cross-Coupling Reactions
- Chemical Synthesis and Analysis
- bioluminescence and chemiluminescence research
- Photoreceptor and optogenetics research
- Hemoglobin structure and function
- Advanced Polymer Synthesis and Characterization
- Natural product bioactivities and synthesis
- Synthesis and Biological Activity
- Analytical Chemistry and Chromatography
- Advanced biosensing and bioanalysis techniques
- Phytochemical Studies and Bioactivities
- Radical Photochemical Reactions
- Click Chemistry and Applications
- nanoparticles nucleation surface interactions
- Zeolite Catalysis and Synthesis
- Nanoparticle-Based Drug Delivery
- Organoboron and organosilicon chemistry
- Bioactive natural compounds
University of California, Berkeley
2024
Scripps Research Institute
2016-2020
Beijing University of Chemical Technology
2014-2019
Shanghai Institute of Organic Chemistry
2016-2018
Tianjin University of Traditional Chinese Medicine
2018
Beijing Chaoyang Emergency Medical Center
2016
Peking University Shenzhen Hospital
2014
Peking University
2013
Nanjing Normal University
2012
Sinopec (China)
2009
The functionalization of unactivated carbon-hydrogen bonds is a transformative strategy for the rapid construction molecular complexity given ubiquitous presence C-H in organic molecules. It represents powerful tool accelerating synthesis natural products and bioactive compounds while reducing environmental economic costs synthesis. At same time, ubiquity strength also present major challenges toward realization transformations that are both highly selective efficient. development practical...
Pd(II)-catalyzed enantioselective borylation of C(sp3)–H bonds has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands. This reaction is compatible with carbocyclic amides containing α-tertiary as well α-quaternary carbon centers. The β-borylated are useful synthons synthesis β-hydroxylated, β-fluorinated, and β-arylated carboxylic acids.
The enzymatic β-C-H hydroxylation of the feedstock chemical isobutyric acid has enabled asymmetric synthesis a wide variety polyketides. analogous transition metal-catalyzed enantioselective functionalization acid-derived substrates should provide versatile method for constructing useful building blocks with enantioenriched α-chiral centers from this abundant C-4 skeleton. However, desymmetrization ubiquitous isopropyl moieties by organometallic catalysts remained an unanswered challenge....
A monoprotected aminoethyl amine chiral ligand based on an ethylenediamine backbone was developed to achieve Pd-catalyzed enantioselective C(sp3)–H arylation of cyclopropanecarboxylic and 2-aminoisobutyric acids without using exogenous directing groups. This new catalyst affords disconnection for preparing diverse carboxylic from simple starting materials that are complementary the various ring forming approaches.
Abstract Pd II ‐catalyzed enantioselective C(sp 3 )−H cross‐coupling of free carboxylic acids with organoborons has been realized using either mono‐protected amino acid (MPAA) ligands or aminoethyl amine (MPAAM) ligands. A diverse range aryl‐ and vinyl‐boron reagents can be used as coupling partners to provide chiral acids. This reaction provides an alternative approach the synthesis cyclopropanecarboxylic cyclobutanecarboxylic containing α‐chiral tertiary quaternary stereocenters. The...
Pd(II)-catalyzed enantioselective γ-C(sp3)–H cross-coupling of alkyl amines via desymmetrization and kinetic resolution has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands (APAO). A diverse range aryl- vinyl-boron reagents can be used as coupling partners. The γ-arylated alkylamine products are further transformed into 2-substituted 1,2,3,4-tetra-hydroquinolines spiro-pyrrolidines important structural motifs in natural biologically active molecules.
DNA-compatible C(sp<sup>3</sup>)–H activation reactions of aliphatic carboxylic acids, amides, and ketones were developed for efficient access to DEL synthesis.
The first copper-mediated diastereoselective C–H thiolation of ferrocenes has been developed. A chiral oxazoline directing group with tert-butyl substituent is essential to the high diastereoselectivity ratio and suppression overreaction monothiolated products. This reaction tolerated various functional groups on arylthiols, implying its potential application in N,S-bidentate planar ligands.
The use of a weakly coordinating monodentate directing group for copper-mediated <italic>ortho</italic>-hydroxylation and amination reactions allows the identification an external oxazoline ligand as promoter.
Pd(II)-catalyzed γ-C(sp3)–H cross-coupling of 4-nitrobenzenesulfonyl (Ns)-protected amines is realized using both arylboron and alkylboron coupling partners. An acetyl-protected aminomethyl oxazoline (APAO) ligand found to enable the C(sp3)–H arylation reaction, whereas mono-N-protected amino acid (MPAA) ligands promote with various reagents. Notably, APAO-promoted C–H reactions afford high diastereoselectivity (>20:1), providing a useful method for modifying chiral amines. The use common...
Abstract Pd II ‐catalyzed enantioselective C(sp 3 )−H cross‐coupling of free carboxylic acids with organoborons has been realized using either mono‐protected amino acid (MPAA) ligands or aminoethyl amine (MPAAM) ligands. A diverse range aryl‐ and vinyl‐boron reagents can be used as coupling partners to provide chiral acids. This reaction provides an alternative approach the synthesis cyclopropanecarboxylic cyclobutanecarboxylic containing α‐chiral tertiary quaternary stereocenters. The...
Previously, we evolved a DNA polymerase, SFM4-3, for the recognition of substrates modified at their 2′ positions with fluoro, O-methyl, or azido substituent. Here use SFM4-3 to synthesize 2′-azido-modified DNA; then group attach different, large hydrophobic groups via click chemistry. We show that recognizes templates under standard conditions, producing natural and thereby allowing amplification. To demonstrate utility this remarkable property, select aptamers substituents bind human...
An enantioselective organocatalytic process for the one-step synthesis of poly-substituted 1,2,4-triazolines is reported. The heterocycle formation believed to go through a step-wise mechanism nucleophilic addition an azlactone azodicarboxylate in presence organic base catalyst, followed by TMSCHN2 mediated heterocyclization. Both theoretical calculations and experimental evidence suggest pre-organization transition state chirality determining step via unique 7-membered intramolecular...
Aqueous two‐phase flotation followed by preparative high‐performance liquid chromatography was used to separate four flavonol glycosides from Solanum rostratum Dunal. In the aqueous section, effects of sublation solvent, solution pH, (NH 4 ) 2 SO concentration in solution, cosolvent, N flow rate, time, and volumes polyethylene glycol phase on recovery were investigated detail, optimal conditions selected: 50 wt% 1000 ethanol solvent as pH 4, 350 g/L phase, 40 mL/min 30 min 10.0 mL volume,...
Understanding conformation transitions of proteins in the presence a chemical denaturant is topic great interest because rich information contained unfolding fundamental importance for proteomic and pharmaceutical research. In this work, conformational structure changes glucose oxidase (GOx) induced by guanidinium ions (Gdm+) were studied detail combination electrochemical methods, various spectroscopic techniques including ultraviolet–visible (UV–vis) absorption, fluorescence, Fourier...
Imidazolium-functionalized magnetic composite microspheres were successfully synthesized, which exhibited high hemoglobin binding capacity (6321 mg g<sup>−1</sup>) and excellent selectivity.
Abstract In this work, a general and novel separation technique gas‐assisted three‐liquid‐phase extraction was established applied in separating concentrating isoflavonoids from the actual sample of puerariae extract by one step. For method, optimal conditions were selected: polyethylene glycol 2000 ethyl acetate as flotation solvent, pH 5, (NH 4 ) 2 SO concentration 350 g/L aqueous phase, N flow rate 30 mL/min, time 50 min, twice. Five compounds puerarin, 3′‐methoxydaidzin,...
Hyperoside, 3′-O-methylquercetin 3-O-β-D-galactopyranoside, astragalin and 3-O-β-D-glucopyranoside from an invasive weed Solanum rostratum Dunal were separated purified successfully by high-speed counter-current chromatography (HSCCC) with a solvent system composed of n-hexane-ethyl acetate–methanol–water (1:7:1:7, v/v) gradient elution mode preparative high-performance liquid (prep-HPLC) low column temperature. In the sample pretreatment section, target compounds in aqueous extract...