A5101936899- Axial and Atropisomeric Chirality Synthesis
- Molecular spectroscopy and chirality
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and Properties of Aromatic Compounds
- Alkaloids: synthesis and pharmacology
- Asymmetric Synthesis and Catalysis
- Asymmetric Hydrogenation and Catalysis
- Ion channel regulation and function
- Photochromic and Fluorescence Chemistry
- Organoboron and organosilicon chemistry
- Nonlinear Waves and Solitons
- Crystallography and molecular interactions
- Sphingolipid Metabolism and Signaling
- Nicotinic Acetylcholine Receptors Study
- Plant and Fungal Species Descriptions
- Receptor Mechanisms and Signaling
- Renal and related cancers
- Renal cell carcinoma treatment
- Magnetism in coordination complexes
- Catalytic C–H Functionalization Methods
- Photopolymerization techniques and applications
- Sarcoma Diagnosis and Treatment
- Cardiac electrophysiology and arrhythmias
- Cancer Genomics and Diagnostics
Southern University of Science and Technology
2015-2023
South China University of Technology
2021
Guangzhou Medical University
2017-2021
Guangzhou First People's Hospital
2017-2021
Huanggang Normal University
2019
Xiangtan University
2012-2015
The first phosphoric acid-catalyzed asymmetric direct arylative reactions of 2-naphthols with quinone derivatives have been developed, providing efficient access to a class axially chiral biaryldiols in good yields excellent enantioselectivities under mild reaction conditions. This approach is highly convergent and functional group tolerant route the rapid construction compounds from simple, readily available starting materials. stereocontrol process stems transfer stereochemical information...
Chiral cyclobutene units are commonly found in natural products and biologically active molecules. Transition-metal-catalysis has been extensively used asymmetric synthesis of such structures, while organocatalytic approaches remain elusive. In this study, bicyclo[1.1.0]butanes involved enantioselective transformation for the first time to offer a highly efficient route toward cyclobutenes with good regio- enantiocontrol. The utilization N-triflyl phosphoramide as chiral Brønsted acid...
The first phosphoric acid catalyzed direct arylation of 2-naphthylamines with iminoquinones for the atroposelective synthesis axially chiral biaryl amino alcohols has been developed. This reaction constitutes a highly functional-group-tolerant route rapid construction enantioenriched alcohols, and is rare example acting as nucleophiles in an organocatalytic enantioselective transformation. Furthermore, products, which feature various halogen atoms, provide access to structurally diverse...
Atropisomeric biaryl motifs are ubiquitous in chiral catalysts and ligands. Numerous efficient strategies have been developed for the synthesis of axially biaryls. In contrast, asymmetric construction o-quinone-aryl atropisomers has yet to be realized. Inspired by rapid progress chemistry biaryls, here we present our initial investigations about atroposelective arylquinones a bifunctional phosphoric acid-catalyzed conjugate addition central-to-axial chirality conversion. With...
Abstract Presented here is a class of novel axially chiral aryl‐ p ‐quinones as platform molecules for the preparation non‐ C 2 symmetric biaryldiols. Two sets ‐quinone frameworks were synthesized with remarkable enantiocontrol by means phosphoric acid catalyzed enantioselective arylation central‐to‐axial chirality conversion. These then used to access wide spectrum highly functionalized biaryldiols excellent retention enantiopurity.
The direct enantioselective construction of axially chiral 3-arylindole frameworks via nucleophilic addition 2-substituted indoles to iminoquinones has been achieved with high efficiencies under mild phosphoric acid (CPA) catalytic conditions. utility this method was demonstrated in successful scale-up syntheses without compromising the product yields and enantioselectivities. oxidation products heteroaryl-p-quinone monoimine, which could be subjected structural diversification nucleophiles.
Abstract The first phosphoric acid catalyzed direct arylation of 2‐naphthylamines with iminoquinones for the atroposelective synthesis axially chiral biaryl amino alcohols has been developed. This reaction constitutes a highly functional‐group‐tolerant route rapid construction enantioenriched alcohols, and is rare example acting as nucleophiles in an organocatalytic enantioselective transformation. Furthermore, products, which feature various halogen atoms, provide access to structurally...
Structurally novel atropisomeric arylindole frameworks have been successfully constructed through chiral phosphoric acid-catalyzed asymmetric cross-coupling of indoles and quinone derivatives in a precise regioselective manner. This approach features high convergence functional group tolerance to efficiently deliver diverse heteroaryl atropisomers with excellent enantiocontrol. The dominant formation axial chirality but not central chirality, as the major unmet challenge for this type...
Abstract Presented here is a class of novel axially chiral aryl‐ p ‐quinones as platform molecules for the preparation non‐ C 2 symmetric biaryldiols. Two sets ‐quinone frameworks were synthesized with remarkable enantiocontrol by means phosphoric acid catalyzed enantioselective arylation central‐to‐axial chirality conversion. These then used to access wide spectrum highly functionalized biaryldiols excellent retention enantiopurity.
Comprehensive Summary Indole‐based atropisomers are a very important class of axially chiral compounds. However, the atroposelective synthesis 2‐arylindole remains largely unexplored. In this study, we report successful atropisomeric 2‐arylindoles using direct amination indoles with p ‐quinonediimines in presence phosphoric acid as catalyst. Quinonediimine acts an aminating reagent through formal polarity inversion imine. The malonate group on 2‐aryl 2‐indoles was found to be essential for...
Although extensively studied, the mechanisms by which estrogen promotes breast cancer growth remain to be fully elucidated. Tamoxifen, an antiestrogen agent treat ERα+ cancer, is also a high‐affinity blocker of chloride channels. In this study, we explored involvement channels in action cancer. We found that 17β‐estradiol (17β‐E2) concentration‐dependently activated currents MCF‐7 cells. Extracellular hypertonic challenge and channel blockers, NPPB DIDS inhibited 17β‐E2‐activated currents....
The enhancement of the anticancer activity by disulfiram (DSF) chelated with copper (DSF/Cu2+) has been investigated recently, while underlying molecular mechanisms still need to be fully elucidated. Chloride channel-3 (ClC-3) is over-expressed in a variety cancers and involves multiple tumor biological events. However, whether over-expression ClC-3 cells affects sensitivity anti-tumor drugs remains unclear. Here, we showed that involvement chloride channel selective cytotoxicity DSF/Cu2+...
Abstract ((−)‐Menthyl ( S )‐6′‐acrylyl‐2′‐methyloxy‐1,1′‐binaphthalene‐2‐carboxylate 3 ) was synthesized and anionically polymerized using n ‐BuLi as an initiator in toluene. The monomer levorotatory had [ α ] D 25 value of −72.4, but its corresponding polymer poly‐ dextrorotatory showed +162.0. Poly‐ confirmed to exist the form one‐handed helical structure solution by means comparing specific optical rotation CD spectra with that model compounds such (−)‐menthyl...
To elucidates the mechanism that disulfiram/copper complex (DSF/Cu) treatment activates chloride channels and induces apoptosis in prostate cancer cells.Cellular membrane currents were measured by clamp technique; western blot to detect protein expression; flow cytometry apoptosis; immunofluorescence target co-localization, further validated a combination of protein-protein interaction mock molecular docking techniques.DSF/Cu activated induced LNCaP (a type androgen-dependent cells) cells....
Abstract Poly[( S )‐3‐vinyl‐2,2′‐dihydroxy‐1,1′‐binaphthyl] (L*) was obtained by taking off the protecting groups of poly[( )‐3‐vinyl‐2,2′‐bis(methoxymethoxy)‐1,1′‐binaphthyl] (poly‐ 1 ). L* proved to keep a stable helical conformation in solution. The application asymmetric addition diethylzinc aldehydes has been studied. catalytic system employing 10 mol% and 150 Ti(O i Pr) 4 found promote wide range aromatic aldehydes, giving up 99% enantiomeric excess ( ee ) 93% yield corresponding...
(S)-3-Vinyl-2,2′-dihydroxy-1,1′-binaphthyl (2) was radically polymerized to obtain a polymer with excess of preferred-handed helical sense. The specific optical rotation [α]36525 poly-2 −1364.2° and more than 4 times that starting monomer 2. Poly-2 confirmed exist in the form structure solution by means comparing rotation, circular dichroism (CD) ultraviolet–visible (UV–vis) spectra 2 model compound such as (S)-3-ethyl-2,2′-dihydroxy-1,1′-binaphthyl (3).
Abstract ( S )‐3‐Vinyl‐2,2′‐bisalkoxy‐1,1′‐binaphthyl 3 ) was synthesized via the Wittig reaction. Radical polymerization of all monomers can take place smoothly in temperature region tested. These polymers (poly‐ showed very large specific optical rotations which were four times as those corresponding . Poly‐ displayed and Cotton effects UV −visible absorption side groups different from model compounds )‐3‐ethyl‐2,2′‐bisalkoxy‐1,1′‐binaphthyl 4 ). facts imply formation helicity main chain...