A5000389533- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Oxidative Organic Chemistry Reactions
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Asymmetric Synthesis and Catalysis
- Synthesis of Organic Compounds
- Sulfur-Based Synthesis Techniques
- Chemical Synthesis and Reactions
- Molecular Sensors and Ion Detection
- Crystallography and molecular interactions
- Synthesis and Biological Evaluation
- Chemical Synthesis and Analysis
- Quinazolinone synthesis and applications
- Photoreceptor and optogenetics research
- Fluorine in Organic Chemistry
- Synthesis and Characterization of Heterocyclic Compounds
- Asymmetric Hydrogenation and Catalysis
- Multicomponent Synthesis of Heterocycles
- Synthetic Organic Chemistry Methods
- Synthesis of heterocyclic compounds
- Analytical Chemistry and Sensors
- Organometallic Complex Synthesis and Catalysis
- Luminescence and Fluorescent Materials
- Photochromic and Fluorescence Chemistry
Ohio Northern University
2011-2018
North Dakota State University
2003-2007
Korea Advanced Institute of Science and Technology
2007
University of Manitoba
2005
This manuscript describes a highly diastereo- and enantioselective intermolecular radical addition/hydrogen atom transfer to α,β-disubstituted enoates. Additionally, we show that anti-propionate aldol-like products can be easily prepared from α-methyl-β-acyloxyenoates in good yields high enantioselectivities.
An unusual bond-construction strategy based on conjugate radical additions leads to acetate aldol-like products with high enantioselectivity (see scheme). Unlike their ionic counterparts, the enantioselective nucleophilic addition β-acyloxyenoates proceeds without elimination and occurs by an Si-face s-cis conformer of substrate (as shown).
This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic kojic acids. The methodology can be extended the formation of chiral quaternary centers. products obtained are densely functionalized pyran moieties. contain structural features amenable for introduction additional substituents.
An alkyltin-free radical methodology carried out under minimal solvent conditions is presented. This free addition process allows for the preparation of a variety substrates, including substituted chromones and coumarins. method high yielding, conducted at ambient temperature and, in nearly all instances, classical purification techniques such as chromatography are not needed.
A series of asymmetric free-radical-mediated intermolecular conjugate additions using a fluorous oxazolidinone chiral auxiliary has been completed. The facilitated product isolation solid phase extractions (FSPE), effectively removing excess organic and organometallic reagents. Parallel reactions carried out with similar but nonfluorous norephedrine-derived demonstrated the superior stereoselectivity purification obtainable auxiliary.
Enantioselective conjugate radical addition to alpha'-hydroxy alpha,beta-unsaturated ketones, compounds containing bidentate donors, has been investigated. It found that additions ketones in the presence of Mg(NTf2)2 and bisoxazoline ligand 5a proceeded cleanly, yielding products high chemical yields good enantiomeric excesses.
A new class of fluorophores has been developed utilizing an inverse-demand hetero-Diels-Alder reaction with silyl enol ethers and substituted 3-formylchromones. These compounds yield blue to green fluorescence quantum yields up 73%. They also exhibit good potential for use as fluorescent probes in biological systems, they are cell membrane permeable low cytotoxicity.
A tin-free tandem radical addition methodology onto 3-formylchromones is presented. This process yields functionalized chromone structures via two carbon-carbon bond-forming steps. These products contain up to three contiguous stereocenters with good excellent dr's and yields.
Developing improved fluorescent probes for imaging the endoplasmic reticulum (ER) is necessary structure-activity studies of this dynamic organelle. Two coumarin-based compounds with sulfonamide side groups were synthesized and characterized as ER-targeting probes. Their selectivity to target ER in HeLa GM07373 mammalian cells was shown co-localization experiments using commercially available that localize ER, mitochondria, or lysozymes. The hydrophobicity comparable known partition into...
Eine ungewöhnliche C-C-Kupplung durch konjugierte radikalische Addition führt mit hoher Enantioselektivität zum Produkt der Aldol-artigen Reaktion (siehe Schema). Anders als bei ionischen Variante verläuft die enantioselektive nucleophile an β-Acyloxyenoate ohne Eliminierung. Der entscheidene Schritt ist Si-Addition ein s-cis-Konformer des Substrats.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.
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Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.
Abstract For see ChemInform in Full Text.
Enantioselective radical reactions have attracted interest lately due to their ability introduce various stable intermediates electrophiles. This paper reports the conjugate addition enones using a 1,4-chelating template as opposed more popular 1,5-chelate.