- Asymmetric Synthesis and Catalysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Axial and Atropisomeric Chirality Synthesis
- Enzyme Catalysis and Immobilization
- Chemical Synthesis and Analysis
- Synthesis of Indole Derivatives
- Synthesis and Catalytic Reactions
- Synthetic Organic Chemistry Methods
- Analytical Chemistry and Chromatography
- Chemical Synthesis and Reactions
- Asymmetric Hydrogenation and Catalysis
- Carbohydrate Chemistry and Synthesis
- Sulfur-Based Synthesis Techniques
- Microbial Metabolic Engineering and Bioproduction
- Chemical synthesis and alkaloids
- Synthesis and Biological Evaluation
- Multicomponent Synthesis of Heterocycles
- Crystallography and molecular interactions
- Catalytic C–H Functionalization Methods
- Bioactive Compounds and Antitumor Agents
- Synthesis and biological activity
- Alkaloids: synthesis and pharmacology
- Oxidative Organic Chemistry Reactions
- Fluorine in Organic Chemistry
Jilin University
2012-2024
Jilin Medical University
2009-2021
State Council of the People's Republic of China
2018-2021
Jiangsu University
2010
The first enantioselective synthesis of pyrrolyl-substituted triarylmethanes has been accomplished using a novel imidodiphosphoric acid catalyst, which is derived from two (R)-BINOL frameworks with different 3,3′-substituents. This strategy was also expanded to the bis(indolyl)-substituted high enantioselectivities, could only be obtained moderate ee values in previous reports. These efficient Friedel–Crafts alkylation processes feature low catalyst loading, broad functional group...
BINOL and VAPOL-derived double axially chiral bisphosphorylimide catalysts enable the atom-economical highly enantioselective Friedel—Crafts reaction between indoles N-tosylimines with a low catalyst loading.
Abstract The first enantioselective Friedel–Crafts alkylation of indoles and pyrroles with 3‐hydroxy‐3‐indolyloxindoles to access two novel types 3,3‐diaryloxindoles catalyzed by chiral imidodiphosphoric acids has been reported. A range quaternary carbon centered were synthesized in high yield (up >99%) excellent enantioselectivity 98% ee ) at low catalyst loadings (as as 0.5 mol%). reaction between is amenable gram scale syntheses. magnified image
The first enantioselective synthesis of 5,6-dihydroindolo[1,2-a]quinoxalines is achieved by using a newly developed H8-BINOL-type imidodiphosphoric acid catalyst with low loading through efficient Pictet–Spengler-type reactions indolyl anilines ketones. This methodology also generates phenyl-4,5-dihydropyrrolo[1,2-a]quinoxalines high yields and excellent enantioselectivities. Moreover, this method was utilized to synthesize an HIV-1 inhibitor yield good enantioselectivity one-step procedure.
A new synthesis methodology of sulfonated graphene was developed. In this process, the number hydroxyl groups in initially increased with n-BuLi. Then, presence chlorosulfonic acid, sulfonic acid could be covalently immobilized to under mild conditions. Sulfonated as a solid catalyst applied for reactions between various alcohols and ethyl acetate. The experimental results indicate that can catalyze ester-exchange reaction efficiently.
The first organocatalytic asymmetric nucleophilic addition of arylpyrazoles to 2H-azirines and kinetic resolution racemic have been realized. Chiral aziridines were obtained with up 98% yields 99.9% ee. Meanwhile, simply changing the ratio reactants, optically active recovered in good excellent enantioselectivities.
Nickel-catalyzed asymmetric hydrogenation of α-benzamidocinnamic acid esters was studied to establish an effective approach for synthesizing methylsulfonyl-substituted phenylalanine. Using the nickel acetate and simple R-BINAP as catalyst, under the...
H<sub>8</sub>-BINOL-type imidodiphosphoric acid (0.3–2 mol%) catalyzed highly enantioselective aza-Friedel–Crafts reactions of pyrroles and enamides/imines have been developed.
<italic>meta</italic>-Direct arylation of <italic>O</italic>-β-naphthyl carbamate with aryl boronic acids has been accomplished unprecedentedly in an <italic>ortho</italic>-carbometallation/<italic>meta</italic>-direct mechanism.
Imidodiphosphoric acids were employed to catalyze inverse-electron-demand hetero-Diels–Alder reaction of β,γ-unsaturated α-ketoesters and 3-vinylindoles. A series optically active 3,4-dihydro-2H-pyran derivatives with three contiguous stereogenic centers was synthesized in excellent yields (70–99%), diastereoselectivities (>20:1), enantioselectivities (73–99%). The resulting indole containing could be converted tetrahydropyran derivatives, which appear several biological compounds by simple...
Chiral imidodiphosphoric acids were employed as efficient catalysts in the enantioselective addition reaction of pyrrole and indoles to 3-vinylindoles. A series optically active 1,1,1-triarylethmanes bearing quaternary stereocenters synthesized excellent yields (up 99% yield) enantioselectivities 98% ee). Gram-scale reactions 1i 2a well 1o 5a demonstrated synthetic utility this methodology. Control experiments showed that formation a double H-bond between catalyst substrates is necessary for...
Asymmetric synthesis of triaryl‐substituted chromans with multiple adjacent stereogenic centers is described here. [4+2] formal oxa ‐Diels‐Alder cycloaddition 1‐styrylnaphthols and in‐situ‐generated o ‐quinone metheides could proceed smoothly in the presence H 8 ‐BINOL‐type chiral imidodiphosphoric acids as catalyst. This method provides an efficient strategy to construct chroman frameworks high yields (up 93 %) excellent stereoselectivities (> 19:1 dr.) enantioselectivities 99 % ee ).
Abstract Chiral indoline–benzodiazepines were synthesized via an enantioselective Pictet–Spengler‐type reaction catalyzed by chiral imidodiphosphoric acids. A variety of substitution patterns achieved at room temperature using 5 mol % catalysts with high yields (up to 97 %) and enantioselectivities 99 ee ).