A5101853306- Asymmetric Synthesis and Catalysis
- Catalytic C–H Functionalization Methods
- Advanced Proteomics Techniques and Applications
- Cyclopropane Reaction Mechanisms
- Glycosylation and Glycoproteins Research
- Radical Photochemical Reactions
- Oxidative Organic Chemistry Reactions
- Catalytic Alkyne Reactions
- Chemical Synthesis and Reactions
- Mass Spectrometry Techniques and Applications
- Synthetic Organic Chemistry Methods
- Synthesis and biological activity
- Phosphorus compounds and reactions
- Catalytic Cross-Coupling Reactions
- Crystallography and molecular interactions
- Chemical Synthesis and Analysis
- Molecular Sensors and Ion Detection
- Peptidase Inhibition and Analysis
- Multicomponent Synthesis of Heterocycles
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Reactions of Organic Compounds
- Molecular spectroscopy and chirality
- Supramolecular Chemistry and Complexes
- Organometallic Complex Synthesis and Catalysis
- Monoclonal and Polyclonal Antibodies Research
Wuhan University
2023-2025
Shanghai Institute of Organic Chemistry
2012-2024
Chinese Academy of Sciences
2011-2024
Molecular Sciences Institute
2024
Beijing National Laboratory for Molecular Sciences
2019-2023
University of Chinese Academy of Sciences
2012-2023
Institute of Chemistry
2019-2023
University of Chicago
2018-2022
National Engineering Research Center for Nanotechnology
2018-2022
Yanbian University
2021
Stereocontrol in the synthesis of structurally complex molecules, especially those with all-carbon quaternary stereocenters, remains a challenge. Here, we reported preparation class tetracyclic cyclopenta-fused spiroindoline skeletons through Cu(II)-catalyzed intramolecular [3 + 2] annulation reactions donor–acceptor cyclopropanes indoles. Both cis- and trans-diastereomers spiroindolines are accessed high selectivities by altering remote ester groups cyclopropanes. The origins this...
Abstract A facile and efficient method to produce optically pure benzofuroindolines, especially those without 3‐substituents that are susceptible rearomatization, through [3+2] annulation of indoles with quinones is described. The suitable combination a BOX ligand Cu II hydrate complex freshly activated molecular sieves functions give controllably dynamic release water, which enables the success this reaction. This reaction can be performed on gram scale only 0.5 mol % catalyst loading.
Triangulation method: The catalytic enantioselective cyclopropanation of multisubstituted olefins with phenyliodonium ylide malonate has been achieved in the presence a chiral bisoxazoline copper(I) complex (see scheme). A wide range substrates undergo reaction to provide optically active 1,1-cyclopropane diesters high yield up >99 % ee. rationale for induction proposed.
Tetracyclic indolines are ubiquitous skeletons in bioactive natural products and pharmaceuticals, efficient methods for their enantioselective synthesis highly desired. Here, we report an three-component formal [2 + 2 2] cycloaddition reaction between indoles, 2,3-dihydropyran, methylene malonates rapid construction of optically active tetracyclic bearing four continuous stereocenters. Although the optimal catalyst Cu(II)/BOX displays only moderate enantioselectivities either cyclobutanation...
We report a three-component Nozaki–Hiyama–Kishi type reaction of 1,3-dioxolane, 1,3-butadienes, and aldehydes to access masked aldehyde-incorporated homoallylic alcohols, facilitated by photo-hydrogen atom transfer (HAT)/chromium dual catalysis. The diaryl ketone serves roles both in the HAT process facilitating turnover chromium catalyst. A range functional groups are tolerated owing mild conditions. Both aromatic aliphatic suitable substrates for coupling with several 1,3-butadienes 1,3-dioxolane.
Multidimensional separation is often applied for large-scale qualitative and quantitative proteome analysis. A fully automated system with integration of a reversed phase-strong cation exchange (RP-SCX) biphasic trap column into vented sample injection was developed to realize online loading, isotope dimethyl labeling multidimensional the samples. Comparing conventionally manual off-line fractionation technologies, this time-saving, which benefit improving quantification reproducibility...
An efficient self-assembled methanoproline–thiourea organocatalyst for the synthesis of optically active 6-isopropyl-3,4-dihydropyrimidines<italic>via</italic>an asymmetric Biginelli reaction was developed, which is superior to individual precatalyst.
Abstract A novel formal [2+2+2] strategy for the stereoselective elaboration of polycyclic indole alkaloids is described. Upon treatment with catalyst InCl 3 (5 mol %), tryptamine‐derived enamides reacted readily methylene malonate, thus enabling rapid and gram‐scale access to versatile tetracyclic spiroindolines excellent diastereoselectivity (21 examples, up 95 % yield, d.r.>95:5). This provides a concise approach isolated from Strychnos myrtoides , as demonstrated by short synthesis...
Accurately quantifying the changes of phosphorylation level on specific sites is crucial to understand role protein in physiological and pathological processes. Here, a pseudo triplex stable isotope dimethyl labeling approach was developed improve accuracy throughput comprehensive quantitative phosphoproteome analyses. In this strategy, two identical samples are labeled with light heavy isotopes, respectively, while another comparative sample an intermediate isotope. Two replicated...
Despite the importance of protein N-glycosylation in a series biological processes, in-depth characterization glycosylation is still challenge due to high complexity samples and lacking highly sensitive detection technologies. We developed monolithic capillary column based glycoproteomic reactor enabling high-sensitive mapping sites from minute amounts sample. Unlike conventional proteomic reactors with only strong-cation exchange or hydrophilic-interaction chromatography columns, this novel...
Complete coverage of all phosphorylation sites in a proteome is the ultimate goal for large-scale phosphoproteome analysis. However, only making use one protease trypsin protein digestion cannot cover sites, because not tryptic phosphopeptides are detectable MS. To further increase phosphoproteomics HeLa cells, we proposed tandem approach by using two different proteases. By combining data set first Glu-C and second digestion, resulted identification 8062 unique 8507 cells. The conventional...
Abstract Enrichment of glycopeptides by hydrazide chemistry (HC) is a popular method for glycoproteomics analysis. However, possible side reactions peptide backbones during the glycan oxidation in this have not been comprehensively studied. Here, we developed proteomics approach to locate such and found several types that could seriously compromise performance Particularly, HC failed identify N-terminal Ser/Thr because vicinal amino alcohol on these peptides generates aldehyde groups after...
We report a deoxygenative amidation reaction of alcohols with carbamoyl chlorides to afford amides through nickel–photoredox dual catalysis. Good excellent yields can be obtained even for diverse complex sugar and steroid derivatives. The is scalable, the synthetic utility was demonstrated by homologation deliver several important γ-amino synthetically challenging bioactive compound intermediate.
Catalytic methods to couple alkynes and alkenes are highly valuable in synthetic chemistry. The cobalt-catalyzed intermolecular reductive coupling of is particularly attractive due the unique reactivity cost-effectiveness cobalt catalysts. However, enantioselective transformations this kind less developed. limited successful examples restricted use electronically biased activated olefins as partners. Herein, we report an asymmetric desymmetric unbiased succinimide-containing cyclobutenes...
Cleavage of carbon–carbon bonds has been found in some important industrial processes, for example, petroleum cracking, and inspired development numerous synthetic methods. However, nonpolar unstrained C(aryl)–C(aryl) remain one the toughest to be activated. As a detailed study fundamental reaction mode, here full story is described about our Ru-catalyzed reductive cleavage bonds. A wide range biaryl compounds that contain directing groups (DGs) at 2,2′ positions can serve as effective...
We report a temperature-dependent divergent approach to synthesize multisubstituted cyclopentadienes through cobalt-catalyzed carbon–carbon (C–C) bond activation of cyclopropenes and ring expansion with internal alkynes. By employing different heating procedures, two cyclopentadiene substitution isomers were efficiently selectively constructed. This reaction does not require preactivation the metal catalyst or additional reducing reagents. Preliminary mechanistic investigations suggest that...
Ti(4+)-EPO nanoparticles were adopted as the adsorbent for in situ solid phase enrichment and isotope labeling of endogenous phosphopeptides, which has great potential application high-throughput analyses biological samples screening discovery disease-specific biomarkers.
Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing rhodium-catalyzed hydrogenolysis C(aryl)-C(alkyl) 2,2'-methylenediphenols aided by removable directing groups. Good yields the monophenol products are obtained with tolerating wide range functional In addition, reaction is scalable, catalyst loading can be reduced to as low 0.5 mol %. Moreover, this method proves effective cleave linkages both...
Abstract A facile and efficient method to produce optically pure benzofuroindolines, especially those without 3‐substituents that are susceptible rearomatization, through [3+2] annulation of indoles with quinones is described. The suitable combination a BOX ligand Cu II hydrate complex freshly activated molecular sieves functions give controllably dynamic release water, which enables the success this reaction. This reaction can be performed on gram scale only 0.5 mol % catalyst loading.