A5037083090- Catalytic C–H Functionalization Methods
- Catalytic Alkyne Reactions
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and Biological Activity
- Crystallography and molecular interactions
- Asymmetric Hydrogenation and Catalysis
- Catalytic Cross-Coupling Reactions
- Chemical synthesis and alkaloids
- Cyclopropane Reaction Mechanisms
- Sulfur-Based Synthesis Techniques
- Oxidative Organic Chemistry Reactions
- Axial and Atropisomeric Chirality Synthesis
- Synthesis and Catalytic Reactions
- Synthesis and Properties of Aromatic Compounds
- Marine Sponges and Natural Products
- Solar-Powered Water Purification Methods
- Coordination Chemistry and Organometallics
- Inorganic and Organometallic Chemistry
- Solar Thermal and Photovoltaic Systems
- Synthesis of heterocyclic compounds
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Chemical Synthesis and Reactions
Sun Yat-sen University
2022-2024
University of Basel
2019
Shanghai Institute of Organic Chemistry
2013-2018
Chinese Academy of Sciences
2013-2018
University of Chinese Academy of Sciences
2018
Zhejiang University
2015
East China Normal University
2013
Institute of Chemistry, Academia Sinica
1999
National Chung Cheng University
1996
Abstract Tetrahydroisoquinoline alkaloids with a C1 stereogenic center are common unit in many natural and non‐natural compounds of biological importance. Herein we describe novel Cu I ‐catalyzed highly chemo‐ enantioselective synthesis chiral tetrahydroisoquinoline‐alkaloid derivatives from readily available unsubstituted tetrahydroisoquinolines, aldehydes, terminal alkynes the presence ligand ( R , )‐N‐pinap. This synthetic operation installs two substituents 1‐ 2‐positions.
Here, we show a CuBr2-catalyzed approach for highly enantioselective synthesis (93-99% ee) of allenols from aldehydes and terminal alkynols with the absolute configuration being controlled by applying readily available (R)- or (S)-α,α-diphenylprolinol.
The highly efficient asymmetric synthesis of (+)-dysoxyline (three steps) and (+)-crispine A (four from readily available different terminal alkynes, benzaldehyde, 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline has been achieved, providing general approaches for achieving libraries naturally occurring chiral isoquinoline alkaloids.
The ring opening-coupling reaction of cyclopropanols with propargylic carbonates affording synthetically attractive allenyl ketones has been developed. mechanism involves the ligand-exchange in situ formed palladium methoxide followed by carbon-carbon bond cleavage and reductive elimination. reactions proceeded smoothly under mild conditions Pd(0)/XPhos catalysis absence any external base displayed a wide scope application to steroidal skeleton. efficiency chirality transfer synthetic...
An efficient bimetallic Zn(II)/Cu(I)-mediated asymmetric synthesis of simple axially chiral allenes from terminal alkynes and aldehydes was realized by taking advantage the amine (S)-α,α-diphenylprolinol 3. This one-pot procedure is compatible with broad scopes both aldehydes, providing in practical yields an excellent enantioselectivity. Control experiments revealed that CuBr responsible for formation propargylic while combination ZnBr2 plays crucial roles amine-to-allene transformation.
Abstract Tetrahydroisoquinoline alkaloids with a C1 stereogenic center are common unit in many natural and non‐natural compounds of biological importance. Herein we describe novel Cu I ‐catalyzed highly chemo‐ enantioselective synthesis chiral tetrahydroisoquinoline‐alkaloid derivatives from readily available unsubstituted tetrahydroisoquinolines, aldehydes, terminal alkynes the presence ligand ( R , )‐N‐pinap. This synthetic operation installs two substituents 1‐ 2‐positions.
CuBr<sub>2</sub>-catalyzed highly enantioselective synthesis of functionalized 1,3-disubstituted allenes including three natural ones from readily available terminal alkynes, aldehydes, and (<italic>S</italic>)-α,α-diphenylprolinol has been demonstrated.
The highly efficient asymmetric synthesis of a pair enantiomers, (<italic>S</italic>)-(−)-trolline and (<italic>R</italic>)-(+)-oleracein E, has been achieved in five steps.
A completely different approach for the asymmetric construction of oxazoline derivatives with an excellent enantioselectivity <italic>via</italic> palladium-catalyzed coupling-cyclization <italic>N</italic>-(buta-2,3-dienyl)amides aryl iodides has been reported.
β-amino sulfones are important motifs found in natural products and active pharmaceutical compounds. Herein, we report a general highly regioselective intermolecular aminosulfonylation of alkenes via the homolysis sulfinyl oximes from ketoximes chloride. This method features catalyst-free, step-efficient functionalization prominent functional group tolerance, providing straightforward, green, widely applicable approach to accessing sulfone derivatives.
Lactamization through C–N bond formation between CC and amide motifs enables access to various sulfoximidoyl lactams via a 1,2-diamination process.
Abstract An efficient approach for the synthesis of 1,2,3,4,5,6‐hexahydrobenzo[ f ]isoquinolines via a tandem aza‐Prins/Friedel–Crafts cyclization from 2‐arylethyl‐2,3‐butadienyl tosylamides and aldehydes has been developed. This iron(III) chloride‐catalyzed cascade at room temperature with different types aldehydes, such as aromatic heteroaromatic alkyl α,β‐unsaturated affords products in moderate to excellent yields (up 97 %). In this reaction, chlorotrimethylsilane was applied activate...
An efficient synthesis of ( E )‐alken‐1,2,3‐triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio‐ and E‐ selectivity many synthetically useful functional groups can be tolerated. Based on mechanistic studies, a two‐step mechanism via 1,2‐allenyl boronate intermediate proposed.
The first catalytic α-alkynylation of cyclic amines with the help <italic>N</italic>-propargylic group an exclusive high <italic>E</italic>-stereoselectivity has been realized.
A metal-free intermolecular carboimination of alkenes has been developed, providing general access to both β-amino acids and ketones.
Abstract The sequence‐specific recognition of double‐helical DNA by oligodeoxyribonucleotide‐directed triple helix (triplex) formation is limited mostly to purine tracts. To interrupt the tract in a target sequence, non‐natural deoxyribonucleoside N 4 ‐(6‐aminopyridin‐2‐yl)‐2′‐deoxycytidine ( p C) was designed interact with C base CG pair. protected phosphoramidite synthon synthesized seven steps and then incorporated into an oligodeoxyribonucleotide automatic synthesizer. Two 22‐mers,...
Abstract Convenient conditions using TmsCl as dehydrating agent and FeCl 3 the catalyst are developed for tandem aza‐Prins/Friedel—Crafts cyclization of allenes type (I) aldehydes.