Search Results: Prochiral

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Prochirality
Sabtu, 2025-04-12 14:48:01

In stereochemistry, prochiral molecules are those that can be converted from achiral to chiral in a single step, such as changing one atom. An achiral...

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Desymmetrization
Jumat, 2025-06-20 06:34:37

Desymmetrization is a chemical reaction that converts prochiral substrates into chiral products. Desymmetrisations are so pervasive that they are rarely...

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Alexander George Ogston
Rabu, 2026-02-11 05:04:54

and by Wrinch that were widely discussed in the 1940s. The concept of prochirality is necessary for understanding some aspects of enzyme stereospecificity...

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Asymmetric catalytic oxidation
Rabu, 2025-05-28 09:00:17

groups that can be prochiral and readily susceptible to oxidation include certain alkenes and thioethers. Challenging but pervasive prochiral substrates are...

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Glycerol
Minggu, 2026-05-31 22:10:59

are less than 100% pure, typically 95%. Although achiral, glycerol is prochiral with respect to reactions of one of the two primary alcohols. Thus, in...

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Propionaldehyde
Senin, 2025-12-01 16:23:28

aldol condensations, oxidations, etc. It is the simplest aldehyde with a prochiral methylene such that α-functionalized derivatives (CH3CH(X)CHO) are chiral...

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Propylene
Selasa, 2026-03-10 18:15:19

metal-propylene complexes, which are intermediates in these processes. Propylene is prochiral, meaning that binding of a reagent (such as a metal electrophile) to the...

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Enol
Kamis, 2026-05-14 00:50:35

position 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...

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Epoxide
Jumat, 2026-03-06 23:38:54

coarctate transition state. Chiral epoxides are produced by epoxidation of prochiral alkenes. When the catalyst is chiral or the alkene is chiral, then asymmetric...

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Corey–Itsuno reduction
Kamis, 2026-01-29 21:51:22

Corey–Bakshi–Shibata (CBS) reduction, is a chemical reaction in which a prochiral ketone is enantioselectively reduced to produce the corresponding chiral...

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Cahn–Ingold–Prelog priority rules
Kamis, 2026-02-19 22:48:52

will 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...

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Grignard reaction
Kamis, 2026-04-02 10:33:16

below. 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...

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Nicotinamide adenine dinucleotide
Kamis, 2026-06-04 01:39:19

transfer 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...

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Lipase
Selasa, 2026-01-27 03:15:51

which means that they can be used for the enantioselective hydrolysis prochiral diesters. Several procedures have been reported for applications in the...

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Methyl pyruvate
Sabtu, 2023-05-06 07:57:20

liquid 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...

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Acetophenone
Minggu, 2026-05-31 19:00:13

over a copper chromite catalyst: C6H5C(O)CH3 + H2 → C6H5CH(OH)CH3 Being prochiral, acetophenone is also a popular test substrate for asymmetric hydrogenation...

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Wolff–Kishner reduction
Rabu, 2025-10-01 12:16:56

used to establish sp3-stereocenters from allylic diazenes containing prochiral stereocenters. The influence of the alkoxy stereocenter results in diastereoselective...

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Biosynthesis of cocaine
Jumat, 2025-08-29 03:39:45

stereoselectivity of this reaction was further investigated through study of prochiral methylene hydrogen discrimination. This is due to the extra chiral center...

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Baylis–Hillman reaction
Jumat, 2025-07-11 08:52:15

require any transition metals. Asymmetric synthesis is possible from prochiral electrophiles. The product's dense functionalization enables many further...

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Asymmetric epoxidation
Kamis, 2025-04-03 06:56:38

is a subset of asymmetric catalytic oxidations. Epoxidations convert prochiral (and other) alkenes to chiral epoxide derivatives. In asymmetric epoxidation...

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Baeyer–Villiger oxidation
Senin, 2026-03-30 14:01:32

Baeyer–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...

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1-Methylcyclohexene
Kamis, 2026-01-15 02:08:19

probe of the stereochemistry of reactions involving alkenes because it is prochiral and the two sp2-carbon atoms differ. The regioselectivity and stereoselectivity...

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Benzyl group
Senin, 2025-09-01 15:33:06

Greg; Simpkins, Nigel S. (1990-01-01). "Asymmetric deprotonation of prochiral ketones using chiral lithium amide bases". Tetrahedron. 46 (2): 523–544...

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Glyceric acid
Rabu, 2025-09-17 12:54:21

developed also: HOCH2CH(OH)CH2OH + O2 → HOCH2CH(OH)CO2H + H2O As glycerol is prochiral, the oxidation of the two terminal alcohol groups gives distinct enantiomers...

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Hydrogenation
Minggu, 2026-05-17 05:55:32

catalysts are also used in asymmetric synthesis by the hydrogenation of prochiral substrates. An early demonstration of this approach was the Rh-catalyzed...

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Electrophilic aromatic substitution
Kamis, 2026-03-19 22:49:22

Bischler–Napieralski reaction. Electrophilic aromatic substitutions with prochiral carbon electrophiles have been adapted for asymmetric synthesis by switching...

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Crotonaldehyde
Senin, 2026-05-11 12:26:28

a multifunctional molecule that exhibits diverse reactivity. It is a prochiral dienophile. It is a Michael acceptor. Addition of methylmagnesium chloride...

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Si
Rabu, 2026-05-13 07:08:44

determine if a person is suffering shock si, a chemical descriptor; See prochirality Silicon, symbol Si, a chemical element Disulfur diiodide, empirical formula...

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Acetaldehyde
Jumat, 2026-06-05 20:40:26

electrophile in organic synthesis. In addition reactions acetaldehyde is prochiral. It is used primarily as a source of the "CH3C+H(OH)" synthon in aldol...

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Citrate synthase
Kamis, 2026-05-21 21:21:51

in an aldol condensation reaction. The citrate product is said to be prochiral. This conversion begins with the negatively charged carboxylate side chain...

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Titanium isopropoxide
Selasa, 2025-11-25 04:59:25

the preparation of certain cyclopropanes in the Kulinkovich reaction. Prochiral thioethers are oxidized enantioselectively using a catalyst derived from...

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Valerophenone
Minggu, 2025-07-20 22:49:08

usually prepared by the acylation of benzene using valeryl chloride. Being prochiral, valerophenone undergoes enantioselective hydrogenation to the corresponding...

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Imine
Kamis, 2026-04-16 19:26:03

cyanoborohydride. Since imines derived from unsymmetrical ketones are prochiral, their reduction defines a route to chiral amines. Unhindered aldimines...

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Jacobsen's catalyst
Kamis, 2025-05-22 19:52:31

epoxidation, which is renowned for its ability to enantioselectively transform prochiral alkenes into epoxides. Before its development, catalysts for the asymmetric...

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Meerwein–Ponndorf–Verley reduction
Jumat, 2025-01-31 19:16:45

aluminium based Meerwein–Ponndorf–Verley reduction can be performed on prochiral ketones leading to chiral alcohols. The three main ways to achieve the...

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Sulfoxide
Sabtu, 2026-04-11 23:58:21

then oxidize further to dimethyl sulfone. Unsymmetrical sulfides are prochiral — their oxidation gives chiral sulfoxides. The process can be performed...

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Enantioselective reduction of ketones
Jumat, 2026-04-24 22:10:18

Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined...

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Hydrogenation of carbon–nitrogen double bonds
Selasa, 2025-10-07 04:51:55

imines. 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...

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Trifluoroacetone
Senin, 2025-07-28 04:52:11

than acetone itself. Unlike both of those ketones, trifluoroacetone is prochiral. Hydrogenation of trifluoroacetone over platinum catalyst gives trifluoroisopropanol...

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Organic acid anhydride
Senin, 2026-06-01 09:55:05

pyridine compound is a better leaving group than a carboxylate ion. For prochiral cyclic anhydrides, the alcoholysis reaction can be conducted asymmetrically...

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Procyclic
Senin, 2023-12-04 10:22:53

can 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...

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Schöllkopf method
Jumat, 2022-10-28 02:38:52

O-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...

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Polypropylene glycol
Selasa, 2026-05-26 20:59:44

catalyst was reported in 2005 to provide isotactic polymerization of the prochiral propylene oxide PPG has many properties in common with polyethylene glycol...

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DIOP
Selasa, 2025-05-20 16:16:55

C2-symmetric diphosphine. Its complexes have been applied to the reduction of prochiral olefins, ketones, and imines. Knowles et al. independently reported the...

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Cyclohexenone
Rabu, 2026-03-11 18:11:01

multi-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...

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Tsuji–Trost reaction
Senin, 2026-03-16 11:42:27

complex Enantioface exchange in the π-allyl complex Differentiation of prochiral nucleophile faces The favored method for enantiodiscrimination is largely...

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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...

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Diamondoid
Kamis, 2026-06-04 19:29:03

isomers. One of these isomers displays a helical twist and is therefore prochiral. The P and M enantiomers have been separated. Pentamantane has nine isomers...

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Transfer hydrogenation
Kamis, 2025-09-18 02:04:58

proceed 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...

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Kelliphite
Rabu, 2025-05-28 16:42:33

to form a rhodium complex to catalyze asymmetric hydroformylation of prochiral olefins. It has been shown that high substrate concentrations as well...

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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...

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Copper hydride
Selasa, 2026-03-31 04:33:17

enantioselectivities. An enantioselective (80 to 92% ee) reduction of prochiral α,β-unsaturated esters uses Tol-BINAP complexes of copper in the presence...

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Azomethine ylide
Kamis, 2026-02-26 13:39:24

dipolarophile—if the dipolarophile is more than mono-substituted (and prochiral), up to four new stereocenters can result in the product. Azomethine ylides...

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Organofluorine chemistry
Senin, 2026-05-11 11:06:28

whereby only one of two possible enantiomeric products are generated from a prochiral substrate, rely on electrophilic fluorination reagents. Illustrative of...

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Borylation
Kamis, 2026-01-29 18:02:49

In 1981, Hirao and co-workers have found that asymmetric reduction of prochiral aromatic ketones with chiral amino alcohols and borane afforded the corresponding...

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Dehydroamino acid
Sabtu, 2024-02-03 11:26:44

are known. These derivatives, also known as N-acylamino acrylates, are prochiral substrates for asymmetric hydrogenation. The 2001 Nobel Prize in Chemistry...

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Proline-catalyzed aldol reactions
Selasa, 2026-04-14 06:43:03

catalysis. Barbas' collaborator List also extended the reaction to asymmetric prochiral ketones: List and Notz also revealed that proline and 5,5-dimethyl...

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Ene reaction
Jumat, 2025-11-28 18:22:26

chiral titanium complex (Figure 12) in asymmetric ene reactions involving prochiral glyoxylate esters. The catalyst is prepared in situ from (i-PrO)2TiX2...

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Aconitase
Senin, 2026-03-16 08:59:51

are 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...

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Artificial metalloenzyme
Senin, 2026-05-11 13:23:41

biotin-streptavidin interaction. The formed ArM can catalyze the reduction of prochiral ketones. Taking advantages of protein evolvability, different mutants...

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Hydroformylation
Sabtu, 2025-08-09 08:36:36

greater than the rate of beta-hydride elimination. Hydroformylation of prochiral alkenes creates new stereocenters. Using chiral phosphine ligands, the...

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Horsfiline
Senin, 2024-06-10 00:05:30

BM, Brennan MK (May 2006). "Palladium asymmetric allylic alkylation of prochiral nucleophiles: horsfiline". Organic Letters. 8 (10): 2027–30. doi:10.1021/ol060298j...

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N-Sulfinyl imine
Selasa, 2026-04-21 07:14:04

Synthesis of syn-α-Substituted β-Amino Ketones using Sulfinimines and Prochiral Weinreb Amide Enolates". Organic Letters. 9 (12): 2413–2416. doi:10.1021/ol0708166...

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Organolithium reagent
Senin, 2025-12-15 08:20:11

HIV reverse transcriptase inhibitor. Lithium acetylide is added to a prochiral ketone to yield a chiral alcohol product. The structure of the active...

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Asymmetric hydrogenation
Minggu, 2026-04-19 19:51:38

explained in terms of steric interactions between the ligand and the prochiral substrate. Consideration of these interactions has led to the development...

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Ring-closing metathesis
Rabu, 2026-02-18 17:05:42

afford 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...

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Oxaziridine
Selasa, 2026-05-19 20:53:35

oxazolidinones. Extensive work has been reported on asymmetric hydroxylation of prochiral enolates with camphorsulfonyloxaziridine derivatives, achieving moderate...

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Metal-ligand cooperativity
Senin, 2026-04-20 00:22:59

atropisomerism; the rigidity of the phosphene ligands can impart chirality on prochiral substrates with high fidelity, allowing for asymmetric hydrogenation....

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Metal-catalysed hydroboration
Selasa, 2025-09-16 10:20:57

diphosphines such as BINAP. Styrene or its simple derivatives are usually the prochiral substrate. Enantioselectivity tends to be lowered with ortho-substituents...

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Organoiron chemistry
Senin, 2026-05-11 12:29:51

3-hexafluoropropane as a non-coordinating solvent. Fp-R compounds are prochiral, and studies have exploited the chiral derivatives CpFe(PPh3)(CO)acyl...

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Edwin Vedejs
Sabtu, 2026-04-25 00:41:36

including protonation of carbanions, acylation and alkylation of achiral and prochiral nucleophiles, parallel kinetic resolution, and control of configuration...

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Igor V. Komarov
Senin, 2026-03-30 15:15:10

them. The complexes were used for asymmetric homogenous hydrogenation of prochiral substrates, and the obtained results allowed elucidating the effects of...

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1-Phosphaallenes
Rabu, 2026-01-28 05:31:45

Marinetti, Angela; Ricard, Louis; Mathey, Francois (January 1992). "Use of prochiral phosphaalkene complexes in the synthesis of optically active phosphines"...

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Thermotoga maritima
Kamis, 2025-10-02 16:50:29

can from a stereospecific carbon–carbon bond used in the synthesis of prochiral ketones which are important precursors in biofuel production. Hydrogenases...

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Topicity
Rabu, 2023-01-04 14:30:38

different. They are neither diastereotopic or enantiotopic nor homotopic. Prochiral conformational analysis 300 MHz 1H-NMR spectrum of ethyl phenylalaninate...

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Transition metal thioether complex
Sabtu, 2025-11-15 03:22:44

been extensively studied. Unsymmetrical thioethers, e.g., SMeEt, are prochiral ligands, and their complexes are chiral. One example is [Ru(NH3)5(SMeEt)]2+...

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Carbometalation
Senin, 2026-01-05 16:43:36

alkenes 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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