A5042643113- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Chemical synthesis and alkaloids
- Cyclopropane Reaction Mechanisms
- Insect Pheromone Research and Control
- Catalytic C–H Functionalization Methods
- Asymmetric Hydrogenation and Catalysis
- Microbial Natural Products and Biosynthesis
- Alkaloids: synthesis and pharmacology
- Catalytic Cross-Coupling Reactions
- Marine Sponges and Natural Products
- Insect and Pesticide Research
- Insect-Plant Interactions and Control
- Advanced Synthetic Organic Chemistry
- Traditional and Medicinal Uses of Annonaceae
- Analytical Chemistry and Chromatography
- Plant and animal studies
- Insect and Arachnid Ecology and Behavior
- Natural product bioactivities and synthesis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Carbohydrate Chemistry and Synthesis
- Chemical Synthesis and Analysis
- Plant chemical constituents analysis
- Axial and Atropisomeric Chirality Synthesis
China Agricultural University
2016-2025
Beijing University of Agriculture
2006-2009
People 's Liberation Army 451 Hospital
2005
The first cobalt-catalyzed asymmetric Kumada cross-coupling with high enantioselectivity has been developed. reaction affords a unique strategy for the enantioselective arylation of α-bromo esters catalyzed by cobalt–bisoxazoline complex. A variety chiral α-arylalkanoic were prepared in excellent and yield (up to 97% ee 96% yield). arylated products transformed into α-arylcarboxylic acids primary alcohols without erosion ee. new enantioenriched α-arylpropionic synthesized herein are...
Abstract The first cobalt‐catalyzed enantioselective Negishi cross‐coupling reaction, and the arylation of α‐halo esters with arylzinc halides, are disclosed. Employing a cobalt‐bisoxazoline catalyst, various α‐arylalkanoic were synthesized in excellent enantioselectivities yields (up to 97 % ee 98 yield). A diverse range functional groups, including ether, halide, thioether, silyl, amine, ester, acetal, amide, olefin heteroaromatics is tolerated by this method. This method was suitable for...
Abstract Meeting the challenge : The zinc/amino alcohol catalyzed enantioselective addition of terminal alkynes to aldehydes is effective with both phenylacetylene and methyl propiolate, leading chiral secondary propargyl alcohols very high enantioselectivity (see scheme). magnified image
(2S,7S)-2,7-Nonanediyl dibutyrate is the sex pheromone of Sitodiplosis mosellana (Géhin). In this study, and its three stereoisomers were prepared. Central to strategy was ring opening chiral epoxide with an alkynyllithium hydrogenation triple bond. Moreover, approach consisted six steps, total yields 59–64%.
Tribolium castaneum Herbst is a destructive stored product pest. The aggregation pheromone of this pest was prepared via new and effective strategy. key steps include the ring-opening reaction chiral 2-methyloxirane, stereospecific inversion secondary tosylate, Li2CuCl4-catalyzed coupling tosylate with Grignard reagent, oxidation RuCl3/NaIO4.
The first catalytic asymmetric Kumada cross-coupling of organic halides with alkenyl Grignard reagents has been developed. reaction was promoted by the cobalt-bisoxazoline catalyst and afforded various α-alkyl-β,γ-unsaturated esters excellent enantioselectivities moderate to good yields (≤95% ee ≤82% yields). formal synthesis California red scale pheromone using this method investigated, radical clock experiments were performed.
A fine addition! highly enantioselective and efficient procedure for the amino-alcohol–zinc-catalyzed addition of trimethylsilylacetylene to aromatic, α,β-unsaturated, aliphatic aldehydes has been developed (see scheme; R=aryl, alkynyl, or alkyl; TMS=trimethylsilyl; TBDMS=tert-butyldimethylsilyl). The present protocol was successfully applied in concise synthesis natural products marine alkynol falcarindiol. Detailed facts importance specialist readers are published as "Supporting...
The first total syntheses of two marine natural products, (R)-strongylodiols C and D, with 99% ee were achieved. key steps the strategy include zipper reaction an alkyne, asymmetric alkynylation unsaturated aliphatic aldehyde catalyzed Trost's ProPhenol ligand, Cadiot-Chodkiewicz cross-coupling a chiral propargylic alcohol bromoalkyne.
Asymmetric catalysis: A highly enantioselective and efficient procedure for the amino alcohol-zinc-catalyzed addition of 1,3-diynes to various aromatic, α,β-unsaturated, aliphatic aldehydes has been developed. The present catalytic system was successfully applied in concise synthesis natural products such as (S)-strongylodiols B (see scheme).
A novel, concise, and efficient enantioselective synthesis of (S)-preclamol (87% ee, 51% total yield) has been developed. The key steps this synthetic approach included cobalt-catalyzed asymmetric catalytic cross-coupling α-bromo ester with arylzinc the reduction chiral to diol a tertiary carbon atom. Moreover, it was demonstrated that our Negishi powerful tool construct stereogenic benzylmethyl center in drugs on gram scale.
Abstract Diabrotica balteata LeConte is one of the most important polyphagous agricultural pests. The sex pheromone this pest was synthesized using Evans asymmetric alkylation, ring‐opening reaction ( R )‐2‐methyloxirane, S N 2 alkylation secondary tosylate, and coupling chiral tosylate with Grignard reagent as central strategies. prepared herein would be useful to control D. .
The thermal [3+2] cycloaddition reaction of N-acyliminophenanthridinium betaines with various allenoates has been investigated. was operationally simple and proceeded smoothly under mild conditions, providing a variety aromatic tetracyclic heterocycles in moderate to excellent yields. Keywords: Cycloaddition, azomethine imine, allenoate, heterocycle, phenanthridine.
Abstract An efficient and gram‐scale enantioselective synthesis of ( R )‐ S )‐13‐methylheptacosane, the sex pheromone pear psylla, has been developed. The key steps approach included Evans' chiral auxiliaries Wittig coupling phosphonium salt with aldehyde.
A novel enantioselective synthesis of (R)-cinacalcet with 99% enantiomeric excesses (ee) has been achieved. The main strategies the approach include a gram-scale cobalt-catalysed asymmetric cross-coupling racemic ester arylzinc reagent, Hoffman-type rearrangement acidamide, amidation chiral amine, and improving ee amide from 87% to via recrystallization.