60278-07-1

Upstream product

• 100-39-0 benzyl bromide 
• 6838-67-1 1,2-bis(trimethylsilyloxy)cyclohex-1-ene 
• 533-60-8 cyclohexanone-2-ol 
• 292638-85-8 acrylic acid methyl ester 
• 337974-89-7 [2-Benzyloxy-cyclohex-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 
• 200120-11-2 (2-benzyl-cyclohex-1-enyloxy)-trimethyl-silane 
• 946-33-8 2-benzylcyclohexan-1-one 

Downstream Products

• 946-33-8 2-benzylcyclohexan-1-one 
• 28994-41-4 o-Benzylphenol 
• 861316-23-6 1-benzylcyclohexane-1,2-diol 

Relevant academic research and scientific papers

2-Benzyl-2-hydroxycyclohexanone

In the solid state, the title compound (C13H16O2) exists as dimers related by a centre of inversion and linked by two equivalent hydrogen bonds O1...H2(-x, 2 - y, 1 - z) [2.021 (3) A]. The carbonyl- and hydroxyl-group O at

Direct α-hydroxylation of ketones catalyzed by organic-inorganic hybrid polymer

Direct α-hydroxylation of ketones using molecular oxygen was accomplished by organic-inorganic hybrid polymers. A newly prepared Cu-piperazine hybrid polymer was tolerant to the basic conditions, and with employment of lithium hydroxide smoothly catalyzed

Bronsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones

We report a Bronsted acid mediated direct α-hydroxylation of cyclic α-branched ketones via a tandem aminoxylation/N-O bond-cleavage process. Nitrosobenzene is used as the oxidant and subsequently promotes the liberation of the free alcohol. The desired pr

Transition-Metal-Free C-H Hydroxylation of Carbonyl Compounds

Transition metal and reductant free α-C(sp3)-H hydroxylation of carbonyl compounds are reported. This method is promoted by commercially available inexpensive KO-t-Bu and atmospheric air as an oxidant at room temperature. This unified strategy is also very facile for hydroxylation of various carbonyl compound derivatives to obtain quaternary hydroxyl compounds in excellent yield. A preliminary mechanistic investigation, supported by isotope labeling and computational studies, suggests the formation of a peroxide bond and its cleavage by in situ generated enolate.

Highly efficient C-H hydroxylation of carbonyl compounds with oxygen under mild conditions

A transition-metal-free Cs2CO3-catalyzed α-hydroxylation of carbonyl compounds with O2 as the oxygen source is described. This reaction provides an efficient approach to tertiary α-hydroxycarbonyl compounds, which are highly valued chemicals and widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very environmentally friendly and practical. This transformation is highly efficient and highly selective for tertiary C(sp3)-H bond cleavage. OH, so simple! A transition-metal-free Cs2CO 3-catalyzed α-hydroxylation of carbonyl compounds with O 2 provided a variety of tertiary α-hydroxycarbonyl compounds (see scheme; DMSO=dimethyl sulfoxide), which are widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very efficient and practical.

A dinuclear palladium catalyst for α-Hydroxylation of carbonyls with O2

A chemo- and regioselective α-hydroxylation reaction of carbonyl compounds with molecular oxygen as oxidant is reported. The hydroxylation reaction is catalyzed by a dinuclear Pd(II) complex, which functions as an oxygen transfer catalyst, reminiscent of an oxygenase. The development of this oxidation reaction was inspired by discovery and mechanism evaluation of previously unknown Pd(III)-Pd(III) complexes.

Organic-inorganic hybrid polymer-encapsulated magnetic nanobead catalysts

A new strategy for the encapsulation of magnetic nanobeads was developed by using the in situ self-assembly of an organic-inorganic hybrid polymer. The hybrid polymer of {[Cu-(bpy)(BF4)2(H2O) 2](bpy)}n (bpy = 4,4′-bipyridine) was constructed on the surface of amino-functionalized magnetic beads and the resulting hybrid-polymer-encapsulated beads were utilized as catalysts for the oxidation of silyl enolates to provide the corresponding α-hydroxy carbonyl compounds in high yield. After the completion of the reaction, the catalyst was readily recovered by magnetic separation and the recovered catalyst could be reused several times. Because the current method did not require complicated procedures for incorporating the catalyst onto the magnetic beads, the preparation and the application of various other types of organic-inorganic hybrid-polymer-coated magnetic beads could be possible.

Catalytic synthesis of α-hydroxy ketones using organic-inorganic hybrid polymer

Oxidation of silyl enolates was found to be smoothly catalyzed by [Cu(bpy)(BF4)2(H2O)2(bpy)] n (bpy = 4,4′-bipyridine) under molecular oxygen, and provided the corresponding α-hydroxy carbonyl compounds in high yield. The insoluble organic-inorganic hybrid polymer was readily recovered by centrifugation after the completion of reaction, and the recovered catalyst could be reused. Copyright

Microwave activation of an asymmetric Michael reaction: Unexpected behaviour of chiral α-alkoxy imines

While it has been previously established that chiral α-alkoxy imines undergo thermal rearrangement at temperatures above 50°C, the microwave activation of the Michael addition between chiral imine 3b and methyl acrylate at 100°C led cleanly to the corresp