Search Results: Prochiral
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Prochirality
Sabtu, 2025-04-12 14:48:01In stereochemistry, prochiral molecules are those that can be converted from achiral to chiral in a single step, such as changing one atom. An achiral...
Click to read more »Desymmetrization
Jumat, 2025-06-20 06:34:37Desymmetrization is a chemical reaction that converts prochiral substrates into chiral products. Desymmetrisations are so pervasive that they are rarely...
Click to read more »Alexander George Ogston
Rabu, 2026-02-11 05:04:54and by Wrinch that were widely discussed in the 1940s. The concept of prochirality is necessary for understanding some aspects of enzyme stereospecificity...
Click to read more »Asymmetric catalytic oxidation
Rabu, 2025-05-28 09:00:17groups that can be prochiral and readily susceptible to oxidation include certain alkenes and thioethers. Challenging but pervasive prochiral substrates are...
Click to read more »Glycerol
Minggu, 2026-05-31 22:10:59are less than 100% pure, typically 95%. Although achiral, glycerol is prochiral with respect to reactions of one of the two primary alcohols. Thus, in...
Click to read more »Propionaldehyde
Senin, 2025-12-01 16:23:28aldol condensations, oxidations, etc. It is the simplest aldehyde with a prochiral methylene such that α-functionalized derivatives (CH3CH(X)CHO) are chiral...
Click to read more »Propylene
Selasa, 2026-03-10 18:15:19metal-propylene complexes, which are intermediates in these processes. Propylene is prochiral, meaning that binding of a reagent (such as a metal electrophile) to the...
Click to read more »Enol
Kamis, 2026-05-14 00:50:35position of an enol is substituted (i.e., not a methyl ketone), then it is prochiral, forming a new stereocenter when in keto form. Conversely, enolization...
Click to read more »Epoxide
Jumat, 2026-03-06 23:38:54coarctate transition state. Chiral epoxides are produced by epoxidation of prochiral alkenes. When the catalyst is chiral or the alkene is chiral, then asymmetric...
Click to read more »Corey–Itsuno reduction
Kamis, 2026-01-29 21:51:22Corey–Bakshi–Shibata (CBS) reduction, is a chemical reaction in which a prochiral ketone is enantioselectively reduced to produce the corresponding chiral...
Click to read more »Cahn–Ingold–Prelog priority rules
Kamis, 2026-02-19 22:48:52will give the (R)-enantiomer. However, adding a chemical group to the prochiral center from the Re-face will not always lead to an (S)-stereocenter, as...
Click to read more »Grignard reaction
Kamis, 2026-04-02 10:33:16below. Consequently, when the Grignard reagent adds to an aldehyde or a prochiral ketone, the Felkin-Anh model or Cram's Rule can usually predict which...
Click to read more »Nicotinamide adenine dinucleotide
Kamis, 2026-06-04 01:39:19transfer it from below. Since the C4 carbon that accepts the hydrogen is prochiral, this can be exploited in enzyme kinetics to give information about the...
Click to read more »Lipase
Selasa, 2026-01-27 03:15:51which means that they can be used for the enantioselective hydrolysis prochiral diesters. Several procedures have been reported for applications in the...
Click to read more »Methyl pyruvate
Sabtu, 2023-05-06 07:57:20liquid is the methyl ester of pyruvic acid. It has attracted interest as a prochiral precursor to alanine and lactic acid. It is prepared by esterification...
Click to read more »Acetophenone
Minggu, 2026-05-31 19:00:13over a copper chromite catalyst: C6H5C(O)CH3 + H2 → C6H5CH(OH)CH3 Being prochiral, acetophenone is also a popular test substrate for asymmetric hydrogenation...
Click to read more »Wolff–Kishner reduction
Rabu, 2025-10-01 12:16:56used to establish sp3-stereocenters from allylic diazenes containing prochiral stereocenters. The influence of the alkoxy stereocenter results in diastereoselective...
Click to read more »Biosynthesis of cocaine
Jumat, 2025-08-29 03:39:45stereoselectivity of this reaction was further investigated through study of prochiral methylene hydrogen discrimination. This is due to the extra chiral center...
Click to read more »Baylis–Hillman reaction
Jumat, 2025-07-11 08:52:15require any transition metals. Asymmetric synthesis is possible from prochiral electrophiles. The product's dense functionalization enables many further...
Click to read more »Asymmetric epoxidation
Kamis, 2025-04-03 06:56:38is a subset of asymmetric catalytic oxidations. Epoxidations convert prochiral (and other) alkenes to chiral epoxide derivatives. In asymmetric epoxidation...
Click to read more »Baeyer–Villiger oxidation
Senin, 2026-03-30 14:01:32Baeyer–Villiger oxidations. The first reported instance of one such oxidation of a prochiral ketone used dioxygen as the oxidant with a copper catalyst. Other catalysts...
Click to read more »1-Methylcyclohexene
Kamis, 2026-01-15 02:08:19probe of the stereochemistry of reactions involving alkenes because it is prochiral and the two sp2-carbon atoms differ. The regioselectivity and stereoselectivity...
Click to read more »Benzyl group
Senin, 2025-09-01 15:33:06Greg; Simpkins, Nigel S. (1990-01-01). "Asymmetric deprotonation of prochiral ketones using chiral lithium amide bases". Tetrahedron. 46 (2): 523–544...
Click to read more »Glyceric acid
Rabu, 2025-09-17 12:54:21developed also: HOCH2CH(OH)CH2OH + O2 → HOCH2CH(OH)CO2H + H2O As glycerol is prochiral, the oxidation of the two terminal alcohol groups gives distinct enantiomers...
Click to read more »Hydrogenation
Minggu, 2026-05-17 05:55:32catalysts are also used in asymmetric synthesis by the hydrogenation of prochiral substrates. An early demonstration of this approach was the Rh-catalyzed...
Click to read more »Electrophilic aromatic substitution
Kamis, 2026-03-19 22:49:22Bischler–Napieralski reaction. Electrophilic aromatic substitutions with prochiral carbon electrophiles have been adapted for asymmetric synthesis by switching...
Click to read more »Crotonaldehyde
Senin, 2026-05-11 12:26:28a multifunctional molecule that exhibits diverse reactivity. It is a prochiral dienophile. It is a Michael acceptor. Addition of methylmagnesium chloride...
Click to read more »Si
Rabu, 2026-05-13 07:08:44determine if a person is suffering shock si, a chemical descriptor; See prochirality Silicon, symbol Si, a chemical element Disulfur diiodide, empirical formula...
Click to read more »Acetaldehyde
Jumat, 2026-06-05 20:40:26electrophile in organic synthesis. In addition reactions acetaldehyde is prochiral. It is used primarily as a source of the "CH3C+H(OH)" synthon in aldol...
Click to read more »Citrate synthase
Kamis, 2026-05-21 21:21:51in an aldol condensation reaction. The citrate product is said to be prochiral. This conversion begins with the negatively charged carboxylate side chain...
Click to read more »Titanium isopropoxide
Selasa, 2025-11-25 04:59:25the preparation of certain cyclopropanes in the Kulinkovich reaction. Prochiral thioethers are oxidized enantioselectively using a catalyst derived from...
Click to read more »Valerophenone
Minggu, 2025-07-20 22:49:08usually prepared by the acylation of benzene using valeryl chloride. Being prochiral, valerophenone undergoes enantioselective hydrogenation to the corresponding...
Click to read more »Imine
Kamis, 2026-04-16 19:26:03cyanoborohydride. Since imines derived from unsymmetrical ketones are prochiral, their reduction defines a route to chiral amines. Unhindered aldimines...
Click to read more »Jacobsen's catalyst
Kamis, 2025-05-22 19:52:31epoxidation, which is renowned for its ability to enantioselectively transform prochiral alkenes into epoxides. Before its development, catalysts for the asymmetric...
Click to read more »Meerwein–Ponndorf–Verley reduction
Jumat, 2025-01-31 19:16:45aluminium based Meerwein–Ponndorf–Verley reduction can be performed on prochiral ketones leading to chiral alcohols. The three main ways to achieve the...
Click to read more »Sulfoxide
Sabtu, 2026-04-11 23:58:21then oxidize further to dimethyl sulfone. Unsymmetrical sulfides are prochiral — their oxidation gives chiral sulfoxides. The process can be performed...
Click to read more »Enantioselective reduction of ketones
Jumat, 2026-04-24 22:10:18Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined...
Click to read more »Hydrogenation of carbon–nitrogen double bonds
Selasa, 2025-10-07 04:51:55imines. If the complex is chiral and non-racemic and the substrate is prochiral, an excess of a single enantiomer of a chiral product can result. Hydrogen...
Click to read more »Trifluoroacetone
Senin, 2025-07-28 04:52:11than acetone itself. Unlike both of those ketones, trifluoroacetone is prochiral. Hydrogenation of trifluoroacetone over platinum catalyst gives trifluoroisopropanol...
Click to read more »Organic acid anhydride
Senin, 2026-06-01 09:55:05pyridine compound is a better leaving group than a carboxylate ion. For prochiral cyclic anhydrides, the alcoholysis reaction can be conducted asymmetrically...
Click to read more »Procyclic
Senin, 2023-12-04 10:22:53can be converted to a cyclic product in one step, in the same sense as prochiral Procyclic life stage, a life stage of the Trypanosoma parasite in African...
Click to read more »Schöllkopf method
Jumat, 2022-10-28 02:38:52O-methylation gives the bis-lactim. A proton is then abstracted from the prochiral position on glycine with n-BuLi. The next step decides the stereoselectivity...
Click to read more »Polypropylene glycol
Selasa, 2026-05-26 20:59:44catalyst was reported in 2005 to provide isotactic polymerization of the prochiral propylene oxide PPG has many properties in common with polyethylene glycol...
Click to read more »DIOP
Selasa, 2025-05-20 16:16:55C2-symmetric diphosphine. Its complexes have been applied to the reduction of prochiral olefins, ketones, and imines. Knowles et al. independently reported the...
Click to read more »Cyclohexenone
Rabu, 2026-03-11 18:11:01multi-step synthesis in the construction of polycyclic natural products. It is prochiral. With strong bases, the positions 4 and 6 (the two CH2-groups of the carbonyl...
Click to read more »Tsuji–Trost reaction
Senin, 2026-03-16 11:42:27complex Enantioface exchange in the π-allyl complex Differentiation of prochiral nucleophile faces The favored method for enantiodiscrimination is largely...
Click to read more »Biocatalysis
Sabtu, 2026-05-09 19:37:10"recognized" upon the formation of the enzyme-substrate complex. Thus a prochiral substrate may be transformed into an optically active product and both...
Click to read more »Diamondoid
Kamis, 2026-06-04 19:29:03isomers. One of these isomers displays a helical twist and is therefore prochiral. The P and M enantiomers have been separated. Pentamantane has nine isomers...
Click to read more »Transfer hydrogenation
Kamis, 2025-09-18 02:04:58proceed with high enantioselectivities when the starting material is prochiral: RR'C=O + Me2CHOH → RR'C*H−OH + Me2C=O where RR'C*H−OH is a chiral product...
Click to read more »Kelliphite
Rabu, 2025-05-28 16:42:33to form a rhodium complex to catalyze asymmetric hydroformylation of prochiral olefins. It has been shown that high substrate concentrations as well...
Click to read more »Hydrocyanation
Selasa, 2025-06-24 19:28:14→ Ni(CN)2L2 + H2 Ni(R)(CN)L2 + HCN → Ni(CN)2L2 + RH Most alkenes are prochiral, and their hydrocyanation generates chiral nitriles. Conventional hydrocyanation...
Click to read more »Copper hydride
Selasa, 2026-03-31 04:33:17enantioselectivities. An enantioselective (80 to 92% ee) reduction of prochiral α,β-unsaturated esters uses Tol-BINAP complexes of copper in the presence...
Click to read more »Azomethine ylide
Kamis, 2026-02-26 13:39:24dipolarophile—if the dipolarophile is more than mono-substituted (and prochiral), up to four new stereocenters can result in the product. Azomethine ylides...
Click to read more »Organofluorine chemistry
Senin, 2026-05-11 11:06:28whereby only one of two possible enantiomeric products are generated from a prochiral substrate, rely on electrophilic fluorination reagents. Illustrative of...
Click to read more »Borylation
Kamis, 2026-01-29 18:02:49In 1981, Hirao and co-workers have found that asymmetric reduction of prochiral aromatic ketones with chiral amino alcohols and borane afforded the corresponding...
Click to read more »Dehydroamino acid
Sabtu, 2024-02-03 11:26:44are known. These derivatives, also known as N-acylamino acrylates, are prochiral substrates for asymmetric hydrogenation. The 2001 Nobel Prize in Chemistry...
Click to read more »Proline-catalyzed aldol reactions
Selasa, 2026-04-14 06:43:03catalysis. Barbas' collaborator List also extended the reaction to asymmetric prochiral ketones: List and Notz also revealed that proline and 5,5-dimethyl...
Click to read more »Ene reaction
Jumat, 2025-11-28 18:22:26chiral titanium complex (Figure 12) in asymmetric ene reactions involving prochiral glyoxylate esters. The catalyst is prepared in situ from (i-PrO)2TiX2...
Click to read more »Aconitase
Senin, 2026-03-16 08:59:51are equivalent except that one is "pro-R" and the other "pro-S" (see Prochirality). At this point, the intermediate is rotated 180°. This rotation is referred...
Click to read more »Artificial metalloenzyme
Senin, 2026-05-11 13:23:41biotin-streptavidin interaction. The formed ArM can catalyze the reduction of prochiral ketones. Taking advantages of protein evolvability, different mutants...
Click to read more »Hydroformylation
Sabtu, 2025-08-09 08:36:36greater than the rate of beta-hydride elimination. Hydroformylation of prochiral alkenes creates new stereocenters. Using chiral phosphine ligands, the...
Click to read more »Horsfiline
Senin, 2024-06-10 00:05:30BM, Brennan MK (May 2006). "Palladium asymmetric allylic alkylation of prochiral nucleophiles: horsfiline". Organic Letters. 8 (10): 2027–30. doi:10.1021/ol060298j...
Click to read more »N-Sulfinyl imine
Selasa, 2026-04-21 07:14:04Synthesis of syn-α-Substituted β-Amino Ketones using Sulfinimines and Prochiral Weinreb Amide Enolates". Organic Letters. 9 (12): 2413–2416. doi:10.1021/ol0708166...
Click to read more »Organolithium reagent
Senin, 2025-12-15 08:20:11HIV reverse transcriptase inhibitor. Lithium acetylide is added to a prochiral ketone to yield a chiral alcohol product. The structure of the active...
Click to read more »Asymmetric hydrogenation
Minggu, 2026-04-19 19:51:38explained in terms of steric interactions between the ligand and the prochiral substrate. Consideration of these interactions has led to the development...
Click to read more »Ring-closing metathesis
Rabu, 2026-02-18 17:05:42afford a mixture of E- and Z- isomers (1:3 E/Z) in 89% yield. Although one prochiral center is present the product is racemic. Floresolide is an atropisomer...
Click to read more »Oxaziridine
Selasa, 2026-05-19 20:53:35oxazolidinones. Extensive work has been reported on asymmetric hydroxylation of prochiral enolates with camphorsulfonyloxaziridine derivatives, achieving moderate...
Click to read more »Metal-ligand cooperativity
Senin, 2026-04-20 00:22:59atropisomerism; the rigidity of the phosphene ligands can impart chirality on prochiral substrates with high fidelity, allowing for asymmetric hydrogenation....
Click to read more »Metal-catalysed hydroboration
Selasa, 2025-09-16 10:20:57diphosphines such as BINAP. Styrene or its simple derivatives are usually the prochiral substrate. Enantioselectivity tends to be lowered with ortho-substituents...
Click to read more »Organoiron chemistry
Senin, 2026-05-11 12:29:513-hexafluoropropane as a non-coordinating solvent. Fp-R compounds are prochiral, and studies have exploited the chiral derivatives CpFe(PPh3)(CO)acyl...
Click to read more »Edwin Vedejs
Sabtu, 2026-04-25 00:41:36including protonation of carbanions, acylation and alkylation of achiral and prochiral nucleophiles, parallel kinetic resolution, and control of configuration...
Click to read more »Igor V. Komarov
Senin, 2026-03-30 15:15:10them. The complexes were used for asymmetric homogenous hydrogenation of prochiral substrates, and the obtained results allowed elucidating the effects of...
Click to read more »1-Phosphaallenes
Rabu, 2026-01-28 05:31:45Marinetti, Angela; Ricard, Louis; Mathey, Francois (January 1992). "Use of prochiral phosphaalkene complexes in the synthesis of optically active phosphines"...
Click to read more »Thermotoga maritima
Kamis, 2025-10-02 16:50:29can from a stereospecific carbon–carbon bond used in the synthesis of prochiral ketones which are important precursors in biofuel production. Hydrogenases...
Click to read more »Topicity
Rabu, 2023-01-04 14:30:38different. They are neither diastereotopic or enantiotopic nor homotopic. Prochiral conformational analysis 300 MHz 1H-NMR spectrum of ethyl phenylalaninate...
Click to read more »Transition metal thioether complex
Sabtu, 2025-11-15 03:22:44been extensively studied. Unsymmetrical thioethers, e.g., SMeEt, are prochiral ligands, and their complexes are chiral. One example is [Ru(NH3)5(SMeEt)]2+...
Click to read more »Carbometalation
Senin, 2026-01-05 16:43:36alkenes to form substituted alkanes can be rendered enantioselective if prochiral alkenes are used. In these reactions, a chiral indenyl zirconium catalyst...
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