57548-36-4

Upstream product

• 67-64-1 acetone 
• 590-86-3 isovaleraldehyde 
• 3002-23-1 6-methylheptan-2,4-dione 
• 541-50-4 2-acetoacetic acid 
• 91525-83-6 2,6-Dimethyl-hept-1-en-4-ol 

Downstream Products

• 56548-45-9 2,6-dimethyl-4,6-octanediol 
• 20859-10-3 (3E)-6-methylhept-3-en-2-one 
• 331993-83-0 (4S)-4-hydroxy-6-methylheptan-2-one 
• 638189-46-5 (4R)-4-hydroxy-6-methylheptan-2-one 

Relevant academic research and scientific papers

Improved conditions for the proline-catalyzed aldol reaction of acetone with aliphatic aldehydes

The proline-catalyzed asymmetric aldol reaction between aliphatic aldehydes and acetone has, to date, remained underdeveloped. Challenges in controlling this reaction include avoiding undesired side reactions such as aldol condensation and self-aldolization. In recent years we have developed optimized conditions, which enable high yields and good to excellent enantioselectivities, and which are presented in this communication. Georg Thieme Verlag Stuttgart New York.

Flow ozonolysis using a semipermeable Teflon AF-2400 membrane to effect gas - Liquid contact

(Figure Presented) A flow-through chemistry apparatus has been developed which allows gases and liquids to contact via a semipermeable Teflon AF-2400 membrane. In this preliminary investigation, the concept was proven by application to the ozonolysls of a series of alkenes.

Reconstructed hydrotalcite as a highly active heterogeneous base catalyst for carbon-carbon bond formations in the presence of water

The aldol reaction of carbonyl compounds is efficiently catalyzed by reconstructed hydrotalcites, obtained by treating the Mg-Al mixed oxide with water, as solid base catalysts in the presence of water. The catalysis of the reconstructed hydrotalcites is attributable to the surface base sites, created during the organization of the layered structure, with uniformly distributed strength. Furthermore, the reconstructed hydrotalcites provide a unique acid-base bifunctional surface capable of promoting the Knoevenagel and Michael reactions of nitriles with carbonyl compounds.

A new protocol for a regioselective aldol condensation as an alternative convenient synthesis of β-ketols and α,β-unsaturated ketones

A general and convenient synthesis of β-ketols and α,β-alkenones has been achieved by a Knoevenagel condensation of a β-ketoacid with an aldehyde in aqueous medium. Saponification of a β-ketoester by an aqueous KOH 10% solution gives the potassium salt of the β-ketoacid, which is condensed in situ with an aldehyde at pH 7.8-8.0, at 60 °C for 5-6 h. The intermediate β-ketocarboxylate is smoothly decarboxylated in the reaction medium, giving the β-ketol in high yield (75-90%). Acidification of the reaction mixture at pH 1 and heating at 70 °C under vigorous stirring for 6 h, leads directly to the corresponding α,β-unsaturated ketone in good yield (65-75%).

Catalytic compositions and methods for asymmetric aldol reactions

Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.

Copper-catalysed asymmetric 1,4-addition of organozinc compounds to linear aliphatic enones using 2,2′-dihydroxy 3,3′-dithioether derivatives of 1,1′-binaphthalene

Directed ortho dilithiation of bis(diethylcarbamate) or bis(MOM)-protected (Sa)-1,1,′-bi(2-naphthol) followed by treatment with R2S2 [R = Me, Ph (X-ray structure)] or Me2Se2 cleanly affords the 3,3′ derivatives; the free naphthols are produced on deprotection. In the case of the bis(MOM) series, but not that of the bis(carbamates), some racemisation occurs. The ligand 2,2′-dihydroxy-3,3′-dimethylthio-1,1′-binaphthalene shows optimal performance in the addition of ZnEt2 to linear aliphatic enones (E)-R1C(O)CH=CHR2. Variation of the steric demands of R1 and R2 generates catalytic results consistent with binding of a zinc-based Lewis acid anti to the ene function and with the reactive conformation being s-cis. With enones containing the functions R2 = (CH2)nCH(OAlkyl)2 (n = 0-2), the ZnEt2 addition products undergo base-promoted cyclisation.

Active Metals from Potassium-Graphite. Air-Oxidized Nickel-Graphite as a New Selective Hydrogenation Catalyst

Air exposure of Ni-Gr1 affords a modified, less active hydrogenation catalyst (air-oxidized nickel-graphite, Ni-Gr2), owing to a partial oxidation of the metal, which is able to reduce carbon-carbon, carbon-oxygen, and carbon-nitrogen multiple bonds under 30 atm of hydrogen in the temperature range 30-130 deg C.A remarkable bond selectivity in the hydrogenation of polyfunctional molecules such as unsaturated carbonyl compounds and β-diketones is observed.