A5053327893- Asymmetric Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Chemical synthesis and alkaloids
- Cyclopropane Reaction Mechanisms
- Catalytic C–H Functionalization Methods
- Insect Pheromone Research and Control
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Catalytic Reactions
- Insect and Pesticide Research
- Alkaloids: synthesis and pharmacology
- Microbial Natural Products and Biosynthesis
- Insect-Plant Interactions and Control
- Catalytic Cross-Coupling Reactions
- Marine Sponges and Natural Products
- Chemical Synthesis and Analysis
- Catalytic Alkyne Reactions
- Traditional and Medicinal Uses of Annonaceae
- Analytical Chemistry and Chromatography
- Plant and animal studies
- Axial and Atropisomeric Chirality Synthesis
- Natural product bioactivities and synthesis
- Synthesis and Biological Activity
- Plant chemical constituents analysis
China Agricultural University
2016-2025
Beijing University of Agriculture
2006-2009
In this paper we describe the phosphine-catalyzed [3 + 2], 3], [4 and 2 3] annulations of azomethine imines allenoates. These processes mark first use in nucleophilic phosphine catalysis, producing dinitrogen-fused heterocycles, including tetrahydropyrazolo-pyrazolones, -pyridazinones, -diazepinones, -diazocinones. Counting two different reaction modes cyclizations, there are five distinct pathways-the choice which depends on structure chemical properties allenoate. All reactions...
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...
Phosphine-catalyzed [3+2] and [4+3]annulation reactions of C,N-cyclic azomethine imines with allenoates have been developed to give a variety pharmaceutically attractive tetrahydroisoquinoline derivatives in moderate excellent yields. The two distinct reaction pathways, [4+3]cyclization, depend on the nature nucleophilic phosphine allenoate. Generally, for α-alkylallenoates, always proceed [3 +2]cyclization as major pathway no matter what was used; α-ArCH2-substituted allenoates, controlled...
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...
(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.
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
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.
Abstract The phosphine-catalyzed [3 + 2] and 3] annulation reactions of azomethine imines ethyl 2-butynoate were developed, providing 1,2-dinitrogen-containing heterocycles tetrahydropyrazolopyrazolones tetrahydropyrazolopyridazinones in moderate to good yields.
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.