Acyloin condensation is a reductive coupling of two carboxylic esters using impure metallic sodium to yield an α-hydroxyketone, also known as an acyloin...

In organic chemistry, acyloins or α-hydroxy ketones are a class of organic compounds of the general form R−C(=O)−CR'(OH)−R", composed of a hydroxy group...

between aromatic aldehydes or glyoxals, and results in formation of an acyloin. In the classic example, benzaldehyde is converted to benzoin. The benzoin...

succinate is a particularly versatile building block. It participates in acyloin condensation to give 2-hydroxycyclobutanone. Via condensation with oxalate...

hydroxyketones and alpha hydroxy imines. Reactions of type 4 are also called acyloin rearrangements. While similar to the pinacol rearrangement, the semipinacol...

nitriles. Pairs of esters are coupled to give α-hydroxyketones in the acyloin condensation As a class, esters serve as protecting groups for carboxylic...

compounds with various aromas. As such it finds some use as a flavoring. Acyloin, the simplest secondary α-hydroxy ketone. Nodzu, Ryuzaburo (1935). "On...

Normally such compounds are disfavored components in equilibria with acyloins. One special case is catechol, where the C=C subunit is part of an aromatic...

or 1,4-butanediol, depending on conditions. Sebacoin, derived from the acyloin condensation of dimethyl sebacate, is hydrogenated to 1,2-cyclodecanediol...

synthetically. They readily react with the neutral aldehyde to form an acyloin dimer. Hence, synthetic chemists have developed various acyl anion synthetic...

n-hexyl radical attacked by oxygen). In one study the photolysis of an acyloin derivative in water in presence of hydrogen tetrachloroaurate (HAuCl4)...

Conversion of dimethyl ester of sebacic acid to cyclodecanediol by acyloin condensation followed by hydrogenation using a copper chromite catalyst....

intermediates, appearing in reactions such as the final reduction step of the acyloin condensation. Benzil semidione (Ph−C(−O−)=C(−O•)−Ph), synthesized by Auguste...

a carboxylic acid. Other routes to vic-diols are the hydrogenation of acyloins and the pinacol coupling reaction. 1,3-Diols are often prepared industrially...

Benzoin (/ˈbɛnzoʊ.ɪn/ or /-ɔɪn/) is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears...

methylene blue. In the first step an acyloin of glucose is formed. The next step is a redox reaction of the acyloin with methylene blue in which the glucose...

(January 1996). "Studies on the Synthesis of Aureolic Acid Antibiotics: Acyloin Glycosidation Studies". The Journal of Organic Chemistry. 61 (18): 6098–6099...

this reaction step the alkene group is first oxidized to an intermediate acyloin by action of osmium(III) chloride, oxone (sacrificial catalyst) and sodium...

substituents (i.e., defined stereochemistry). These general reactions include: Acyloin condensation; Anodic oxidations; and the Dieckmann condensation as applied...

elevated temperatures, while another uses acyloin condensation of the ethyl ester of pimelic acid the acyloin again followed by oxidation by bromine. An...

and R−C(=O)−CH2−C(OH)−R' (beta). Alpha-hydroxy ketones are also called acyloins. They are commonly formed by condensation or reductive coupling of two...

that of hydride reagents. Another modification uses a sodium dispersion. Acyloin condensation – The reductive coupling of esters, using sodium, to yield...

Hydroxynorketamine (HNK), or 6-hydroxynorketamine, is a minor metabolite of the anesthetic, dissociative, and antidepressant drug ketamine. It is formed...

of the reaction has been known to occur in many substrates bearing the acyloin functional group. The picture below shows the ring expansion of a cyclopentane...

fragmentation to 7. With hydroxyl alpha protons present, oxidation to the acyloin competes. Trifluoroacetic acid is found to facilitate the overall reaction...

Acid anhydride preparation reactions Acyl halides preparation reactions Acyloins preparation reactions Alcohols preparation reactions Aldehydes preparation...

Acetalisation Acetoacetic ester condensation Achmatowicz reaction Acylation Acyloin condensation Adams' catalyst Adams decarboxylation Adkins catalyst Adkins–Peterson...

Finn, John (1 August 1984). "Synthesis of α-hydroxycarbonyl compounds (acyloins): direct oxidation of enolates using 2-sulfonyloxaziridines". The Journal...

cheaper oxidant. Alternatively, vicinal diols or their oxidized sequelae (acyloins or α-hydroxy acids) can be oxidized with cleavage to two aldehydes or an...

medium-sized ring compounds with 8 to 12 members from dicarboxylic acid esters by acyloin condensation and explained their unusual chemical reactivity by a "nonclassical"...