200120-11-2

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 946-33-8 2-benzylcyclohexan-1-one 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 126269-41-8 (6-Benzyl-cyclohex-1-enyloxy)-trimethyl-silane 
• 108-94-1 cyclohexanone 

Downstream Products

• 1246858-48-9 (R)-2-hydroxymethyl-2-benzylcyclohexanone 
• 784144-24-7 C₁₄H₁₈O₂ 
• 946-33-8 2-benzylcyclohexan-1-one 
• 60278-07-1 2-benzyl-2-hydroxycyclohexan-1-one 
• 946-33-8 (S)-2-benzylcyclohexanone 
• 946-33-8 (R)-2-benzylcyclohexanone 

Relevant academic research and scientific papers

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.

Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters

Unprecedented alkylation of silyl enol ethers has been developed by the use of ortho-alkynylbenzoic acid alkyl esters as alkylating agents in the presence of a gold catalyst. The reaction probably proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack on the silyl enol ethers. The generated leaving compound abstracts a proton to regenerate the silyl enol ether structure.

A bronsted acid catalyst for the enantioselective protonation reaction

A highly reactive and robust chiral Bronsted acid catalyst, chiral N-triflyl thiophosphoramide, was developed. The first metal-free Bronsted acid catalyzed enantioselective protonation reaction of silyl enol ethers was demonstrated using this chiral Bronsted acid catalyst. The catalyst loading could be reduced to 0.05 mol % without any deleterious effect on the enantioselectivity. Copyright

Catalytic asymmetric protonation of lithium enolates using amino acid derivatives as chiral proton sources

Asymmetric protonation of lithium enolates was examined using commercially available amino acid derivatives as chiral proton sources. Among the amino acid derivatives tested, Nβ-L-aspartyl-L-phenylalanine methyl ester was found to cause significant asymmetric induction in the protonation of lithium enolates. The enantiomeric excess (up to 88% ee) of the products obtained in the presence of a catalytic amount of the chiral proton source was higher than those obtained in the stoichiometric reaction.

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