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Sharpless Epoxidation
The Sharpless epoxidation reaction is an enantioselective chemical reaction to prepare 2,3-epoxyalcohols from primary and secondary allylic alcohols. The oxidizing agent is ''tert''-butyl hydroperoxide. The method relies on a catalyst formed from titanium tetra(isopropoxide) and diethyl tartrate. 2,3-Epoxyalcohols can be converted into diols, aminoalcohols, and ethers. The reactants for the Sharpless epoxidation are commercially available and relatively inexpensive. K. Barry Sharpless published a paper on the reaction in 1980 and was awarded the 2001 Nobel Prize in Chemistry for this and related work on asymmetric oxidations. The prize was shared with William S. Knowles and Ryōji Noyori. Catalyst 5–10 mol% of the catalyst is typical. The presence of 3Å molecular sieves (3Å MS) is necessary. The structure of the catalyst is uncertain although it is thought to be a dimer of []. Selectivity The epoxidation of allylic alcohols is a well-utilized conversion in ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Karl Barry Sharpless
Karl Barry Sharpless (born April 28, 1941) is an American stereochemist. He is a two-time Nobel laureate in chemistry, known for his work on stereoselective reactions and click chemistry. Sharpless was awarded half of the 2001 Nobel Prize in Chemistry "for his work on chirally catalysed oxidation reactions", and one third of the 2022 prize, jointly with Carolyn R. Bertozzi and Morten P. Meldal, "for the development of click chemistry and bioorthogonal chemistry". Sharpless is the fifth person (in addition to two organizations) to have twice been awarded a Nobel prize, along with Marie Curie, John Bardeen, Linus Pauling and Frederick Sanger, and the third to have been awarded two prizes in the same discipline (after Bardeen and Sanger). Early life and education Sharpless was born April 28, 1941, in Philadelphia, Pennsylvania. His childhood was filled with summers at his family cottage on the Manasquan River in New Jersey. This is where Sharpless developed a love for fi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Molecular Sieve
A molecular sieve is a material with pores of uniform size comparable to that of individual molecules, linking the interior of the solid to its exterior. These materials embody the molecular sieve effect, in which molecules larger than the pores are preferentially sieved, allowing for the selective adsorption of specific compounds based on their molecular size. Many kinds of materials exhibit some molecular sieves, but zeolites dominate the field. Zeolites are almost always aluminosilicates, or variants where some or all of the Si or Al centers are replaced by similarly charged elements. Sieving process The diameters of the pores that comprise molecular sieves are similar in size to small molecules. Large molecules cannot enter or be adsorbed, while smaller molecules can. As a mixture of molecules migrates through the stationary bed of porous, semi-solid substance referred to as a sieve (or matrix), the components of the highest molecular weight (which are unable to pass int ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Utility
In economics, utility is a measure of a certain person's satisfaction from a certain state of the world. Over time, the term has been used with at least two meanings. * In a normative context, utility refers to a goal or objective that we wish to maximize, i.e., an objective function. This kind of utility bears a closer resemblance to the original utilitarian concept, developed by moral philosophers such as Jeremy Bentham and John Stuart Mill. * In a descriptive context, the term refers to an ''apparent'' objective function; such a function is revealed by a person's behavior, and specifically by their preferences over lotteries, which can be any quantified choice. The relationship between these two kinds of utility functions has been a source of controversy among both economists and ethicists, with most maintaining that the two are distinct but generally related. Utility function Consider a set of alternatives among which a person has a preference ordering. A utility fu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Disparlure
Disparlure (chemical name ''cis''-7,8-epoxy-2-methyloctadecane) is a chemical compound with the formula C19H38O. It is a sex pheromone found in moths, such as the spongy moth (''Lymantria dispar''), and is used to attract a mate. Occurrences Disparlure is produced by female moths, such as the spongy and nun moths. It is a sex pheromone, a chemical that is released by the moths in order to attract a male mate. Disparlure has two enantiomers, referred to by (+) and (−). The (+)-enantiomer is typically used to attract the males by the females, while the (−)-enantiomer tends to have the opposite effect. The (−)-enantiomer inhibits attractions and turns the males away from females. Uses Disparlure, which is the synthetic form of the spongy moth sex pheromone, is used to detect its newly founded populations and estimate population density across the United States. The spongy moth is a very harmful pest for plants and affects forest, shade, and orchard trees across North America ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Leukotriene
Leukotrienes are a family of eicosanoid inflammation, inflammatory mediators produced in leukocytes by the redox, oxidation of arachidonic acid (AA) and the essential fatty acid eicosapentaenoic acid (EPA) by the enzyme arachidonate 5-lipoxygenase. Leukotrienes use lipid signaling to convey information to either the cell producing them (autocrine signaling) or neighboring cells (paracrine signaling) in order to regulate immune responses. The production of leukotrienes is usually accompanied by the production of histamine and prostaglandins, which also act as inflammatory mediators. One of their roles (specifically, Leukotriene D4, leukotriene D4) is to trigger contractions in the smooth muscles lining the bronchioles; their overproduction is a major cause of inflammation in asthma and allergic rhinitis. Leukotriene antagonists are used to treat these disorders by inhibiting the production or activity of leukotrienes. History and name The name ''leukotriene'', introduced by ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Erythromycin
Erythromycin is an antibiotic used for the treatment of a number of bacterial infections. This includes respiratory tract infections, skin infections, chlamydia infections, pelvic inflammatory disease, and syphilis. It may also be used during pregnancy to prevent Group B streptococcal infection in the newborn, and to improve delayed stomach emptying. It can be given intravenously and by mouth. An eye ointment is routinely recommended after delivery to prevent eye infections in the newborn. Common side effects include abdominal cramps, vomiting, and diarrhea. More serious side effects may include ''Clostridioides difficile'' colitis, liver problems, prolonged QT, and allergic reactions. It is generally safe in those who are allergic to penicillin. Erythromycin also appears to be safe to use during pregnancy. While generally regarded as safe during breastfeeding, its use by the mother during the first two weeks of life may increase the risk of pyloric stenosis in ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkene
In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as Alpha-olefin, α-olefins. The International Union of Pure and Applied Chemistry (IUPAC) Preferred IUPAC name, recommends using the name "alkene" only for Open-chain compound, acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for Cyclic compound, cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with ''n'' being a >1 natural number (which is two hydrogens less than the corresponding alkane). When ''n'' is four or more, isomers are possible, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Kinetic Resolution
In organic chemistry, kinetic resolution is a means of differentiating two enantiomers in a racemic mixture. In kinetic resolution, two enantiomers react with different reaction rates in a chemical reaction with a chiral catalyst or reagent, resulting in an enantioenriched sample of the less reactive enantiomer. As opposed to chiral resolution, kinetic resolution does not rely on different physical properties of diastereomeric products, but rather on the different chemical properties of the racemic starting materials. The enantiomeric excess (ee) of the unreacted starting material continually rises as more product is formed, reaching 100% just before full completion of the reaction. Kinetic resolution relies upon differences in reactivity between enantiomers or enantiomeric complexes. Kinetic resolution can be used for the preparation of chiral molecules in organic synthesis. Kinetic resolution reactions utilizing purely synthetic reagents and catalysts are much less commo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrahedron (journal)
''Tetrahedron'' is a weekly peer-reviewed scientific journal covering the field of organic chemistry. According to the ''Journal Citation Reports'', ''Tetrahedron'' has a 2020 impact factor of 2.1. ''Tetrahedron'' and Elsevier, its publisher, support an annual symposium. In 2010, complaints were raised over its high subscription cost. Notable papers , the Web of Science lists ten papers from ''Tetrahedron'' that have more than 1000 citations. The four articles that have been cited more than 2000 times are: * – cited 2228 times * – cited 2162 times * – cited 2124 times * – cited 2107 times See also * ''Tetrahedron Letters'' * '' Tetrahedron Computer Methodology'' * ''Polyhedron In geometry, a polyhedron (: polyhedra or polyhedrons; ) is a three-dimensional figure with flat polygonal Face (geometry), faces, straight Edge (geometry), edges and sharp corners or Vertex (geometry), vertices. The term "polyhedron" may refer ...'' (journal) Reference ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Enantiomeric Excess
In stereochemistry, enantiomeric excess (ee) is a measurement of purity used for chiral substances. It reflects the degree to which a sample contains one enantiomer in greater amounts than the other. A racemic mixture has an ee of 0%, while a single completely pure enantiomer has an ee of 100%. A sample with 70% of one enantiomer and 30% of the other has an ee of 40% (70% − 30%). Definition Enantiomeric excess is defined as the absolute difference between the mole fraction of each enantiomer: :\ ee = , F_R - F_S, where :\ F_R + F_S = 1 In practice, it is most often expressed as a percent enantiomeric excess. The enantiomeric excess can be determined in another way if we know the amount of each enantiomer produced. If one knows the moles of each enantiomer produced then: Enantiomeric excess is used as one of the indicators of the success of an asymmetric synthesis. For mixtures of diastereomers, there are analogous definitions and uses for diastereomeric excess and ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Kinetic Resolution
In organic chemistry, kinetic resolution is a means of differentiating two enantiomers in a racemic mixture. In kinetic resolution, two enantiomers react with different reaction rates in a chemical reaction with a chiral catalyst or reagent, resulting in an enantioenriched sample of the less reactive enantiomer. As opposed to chiral resolution, kinetic resolution does not rely on different physical properties of diastereomeric products, but rather on the different chemical properties of the racemic starting materials. The enantiomeric excess (ee) of the unreacted starting material continually rises as more product is formed, reaching 100% just before full completion of the reaction. Kinetic resolution relies upon differences in reactivity between enantiomers or enantiomeric complexes. Kinetic resolution can be used for the preparation of chiral molecules in organic synthesis. Kinetic resolution reactions utilizing purely synthetic reagents and catalysts are much less commo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sharpless Model Violation
Sharpless is a surname. Notable people with the surname include: *Bevan Sharpless (1904–1950), American solar system astronomer *Christopher Sharpless (born 1945), American 1988 Winter Olympics bobsledder *Isaac Sharpless (1848–1920), American educator *Josh Sharpless (born 1988), American baseball player *Karl Barry Sharpless (born 1941), American chemist and Nobel prize winner * Mattie R. Sharpless (born 1942), American diplomat * Nathan J. Sharpless (1823–1893), American politician from Pennsylvania *Norman Sharpless (born 1966), American oncologist and director of the National Cancer Institute *Stewart Sharpless (1926–2013), American galactic astronomer **Sharpless catalog, a 20th-century astronomical catalog with 313 items *Disappearance of Toni Sharpless (born 1979), American nurse who disappeared in 2009 Fictional characters *A character in Madama Butterfly See also *Sharpless asymmetric dihydroxylation, a chemical reaction *Sharpless epoxidation, a chemical reaction ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
