Applications of sharpless asymmetric dihydroxylation in the total synthesis of natural products

Sharpless asymmetric dihydroxylation involves the reaction of an alkene with osmium tetroxide in the presence of a chiral quinine ligand to form an optically active vicinal diol. This reaction was primarily developed by Sharpless based on the already known racemic Upjohn dihydroxylation. The chiral diols obtained by Sharpless asymmetric dihydroxylation are important intermediates in organic synthesis. Herein, we emphasise the applications of Sharpless asymmetric dihydroxylation in the total synthesis of natural products.     

A hyperbranched polyamidoamine dendrimer grafted onto magnetized graphene oxide as a sorbent for the extraction of synthetic dyes from foodstuff

Microchimica Acta - Graphene oxide nanosheets were modified with magnetite nanoparticles, and a hyperbranched polyamidoamine dendrimer was then covalently attached to their surface. The resulting...     

Characterization and performance of Pd/Ni(Zn)-aluminate catalysts for acetylene hydrogenation

Research on Chemical Intermediates - 0.03 wt% Pd catalysts on nickel and zinc aluminate supports were prepared by impregnation. The samples were characterized by XRD, BET, ICP, SEM, EDS,...     

Nanomagnetically modified vitamin B3 (Fe3O4@Niacin): An efficient and reusable green biocatalyst for microwave‐assisted rapid synthesis of 2‐amino‐3‐cyanopyridines in aqueous medium

Superparamagnetic nanoparticles of modified vitamin B₃ (Fe₃O₄@Niacin) represent a new, efficient and green biocatalyst for the one‐pot synthesis of 2‐amino‐3‐cyanopyridine derivatives via four‐component condensation reaction between aldehydes, ketones, malononitrile, and ammonium acetate under microwave irradiation in water. This new magnetic organocatalyst was easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused at least six times without significant degradation in the activity. The catalyst was fully characterized by FT‐IR, XRD, SEM, VSM, UV–Vis, DLS and EDS. Excellent yield, very short reaction time (7–10 min), operational simplicity, easy work‐up procedure, avoidance of hazardous or toxic catalysts and organic solvents are the main advantages of this green methodology which makes it more economic than the other conventional methods.     

Magnetic‐based picolinaldehyde–melamine copper complex for the one‐pot synthesis of hexahydroquinolines via Hantzsch four‐component reactions

A picolinaldehyde–melamine copper complex was loaded on a magnetic Fe₃O₄ core, so that it contained 0.33 mmol of Cu per gram, and was used as an efficient catalyst. The as‐synthesized catalyst was characterized using various techniques, including Fourier transform infrared spectroscopy, X‐ray diffraction, energy‐dispersive X‐ray spectroscopy, field emission scanning electron microscopy, transmission electron microscopy, vibrating sample magnetometry and thermogravimetric analysis. The catalyst was used to activate the raw materials in the synthesis of hexahydroquinoline derivatives in one‐pot four‐component reactions. Low reaction time (minutes versus half an hour), solvent‐free condition and magnetically separable catalyst are some salient features of the developed catalyst. Also, the optimum amount of catalyst and temperature were determined as 0.07 g and 87.6 °C, respectively, which were obtained using response surface methodology and optimization techniques.     

Nitrogen doped nano porous graphene as a sorbent for separation and preconcentration trace amounts of Pb,Cd and Cr by Ultrasonic assisted in‐syringe dispersive micro solid phase extraction

Nitrogen doped nano porous graphene was used as an efficient sorbent in solid‐phase extraction process for simultaneous separation and pre‐concentration of metal ions lead (II), cadmium(II), and chromium(III)) in biological samples. Ultrasonic assisted in‐syringe dispersive micro solid phase extraction coupled with micro sampling atomic absorption spectrometry was utilized for the determination of metal ions. Nitrogen doped nano porous graphene was synthesized as a nano sorbent by chemical vapour deposition method. Methane and aniline were used as carbon and nitrogen sources. The characterization of sorbent was performed by field emission scanning electron microscope, transmission electron microscopy, atomic force microscope, fourier transform infrared, chemical element analysis and raman analysis. Effective parameters on the extraction efficiency such as pH, sorbent dosage, eluent volume and eluent concentration were optimized by central composite design and desirability function. Experimental results indicate that the optimal conditions for this extraction were pH = 6.4, 1.42 mg of sorbent, 100 μL of eluent, and 0.84 mol L^‐1 of eluent concentration. The detection limits are as low as 1.5, 0.3 and 0.9 μg L^‐1 for lead, cadmium, and chromium, respectively. The intra‐day precisions were 3.6, 4.38 and 2.94 and Inter‐day precision were 4.83, 5.26 and 4.52 for lead, cadmium, and chromium, respectively. Method performance was investigated by determination of mentioned heavy metals in complicated biological matrixes such as human plasma, urine and saliva samples with good recoveries.     

Mizoroki–Heck and Suzuki–Miyaura reactions mediated by poly(2‐acrylamido‐2‐methyl‐1‐propanesulfonic acid)‐stabilized magnetically separable palladium catalyst

The purpose of this work was to synthesize and characterize a new magnetic polymer nanosphere‐supported palladium(II) acetate catalyst for reactions requiring harsh conditions. In this regard, an air‐stable, moisture‐stable and highly efficient heterogenized palladium was synthesized by the coordination of palladium(II) acetate with poly(2‐acrylamido‐2‐methyl‐1‐propanesulfonic acid)‐grafted modified magnetic nanoparticles with a core–shell structure. The structure of the newly developed catalyst was characterized using various techniques. The catalytic activity of the resultant nano‐organometallic catalyst was evaluated in Mizoroki–Heck and Suzuki–Miyaura reactions to afford the corresponding coupling products in good to excellent yields. High selectivity as well as outstanding turnover number (14 143, 4900) and turnover frequency (28 296, 7424) values were recorded for the catalyst in Suzuki–Miyaura and Mizoroki–Heck reactions, respectively. Magnetic separation and recycling of the catalyst for at least six runs became possible without any significant loss of efficiency or any detectable palladium leaching.