66031-55-8

Upstream product

• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 780-25-6 N-benzylidene benzylamine 
• 27845-50-7 (E)-N-benzylidenebenzylamine 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Cationic iridium complex is a new and efficient Lewis acid catalyst for aldol and Mannich reactions

A cationic iridium complex [Ir(cod)2]SbF6 was found to be a new and efficient Lewis acid catalyst for Mukaiyama aldol and Mannich reactions. Aldehydes react smoothly with silyl enol ethers to give β-siloxy ketones in the presence of 0.5 mol % of [Ir(cod)2]SbF6. The reaction of N-alkyl arylaldimines with ketene silyl acetals in the presence of 5 mol % [Ir(cod)2]SbF6/P(OPh)3 gave β-amino esters. After Mannich reaction was complete, stirring of the reaction mixture for 24 h led to cyclization to give β-lactam. The reaction of N-aryl benzaldimine with silyl enol ether derived from acetophenone gave a tetrahydroquinoline derivative as a single diastereomer.

Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes As Surfactant Molecules Which Enable Efficient Catalysis in ScCO2

Lewis acid catalysis in supercritical carbon dioxide (CO2) was investigated. While solubility of most organic materials is low in scCO 2, poly(ethylene glycol) derivatives or perfluoroalkylbenzenes were found to work as surfactants to dissolve organic materials in scCO2. In the presence of these molecules, Lewis acid catalyzed organic reactions such as aldol-, Mannich-, and Friedel-Crafts-type reactions proceeded smoothly in scCO2. Formation of emulsions was observed in these reactions, and the systems were studied in detail.

Lewis acid catalysis in a supercritical carbon dioxide (scCO2)-poly(ethylene glycol) derivatives (PEGs) system: Remarkable effect of PEGS as additives on reactivity of Ln(OTf)3-catalyzed Mannich and aldol reactions in scCO2

Use of poly(ethylene glycol) derivatives (PEGs) as additives in supercritical carbon dioxide (scCO2) was found to be effective for Mannich and aldol reactions of silyl enolates with aldehydes and imines, and formation of emulsions was observed in these systems.

Addition of silylated carbon nucleophiles to iminium and cyclic N-acyliminium ions promoted by InCl3

InCl3 was used as Lewis acid in the addition of silyl enolates and allyltrimethylsilane to aromatic aldimines and cyclic N-acyliminium ions derived from 5-acetoxylactams affording β-aminocarbonyl systems and allyl adducts, respectively, in reas

Preparation, Characterization, and Synthetic Uses of Lanthanide(III) Catalysts Supported on Ion Exchange Resins

Lanthanide(III) catalysts supported on ion exchange resins (Ln-resins) were prepared from Dowex, Amberlite, Amberlyst, and other cation exchange resins. The amount of lanthanides on resin supports was measured through EDTA titration. The results indicated that the lanthanides in aqueous solution exchanged with almost all the cations (H+ or Na+) on the resins to form stable ionic complexes between the lanthanides(III) and the resins. The effects of resin types, resin sizes, and lanthanide salts were investigated with a reaction of indole and hexanal in aqueous solution and with an aldol reaction of benzaldehyde and silyl enol ether in organic solvents. The study found that among ion exchange resins tested Amberlyst XN-1010 and Amberlyst 15 complexed with lanthanides(III) were the most effective catalysts. In addition, the selective Ln-resins were utilized to catalyze acetalization of aldehydes, aldol reaction of formaldehyde or benzaldehyde in aqueous solution, nucleophilic addition to an imine, allylation of an aldehyde, an aza Diels-Alder (DA) reaction, and a ring-opening reaction of an epoxide. Furthermore, glycosylation of alcohol using glucosyl fluoride as a donor was also promoted with the Ln-resin. Thus, this work demonstrated potential uses of lanthanide(III) catalysts supported on ion exchange resins in routine organic reactions.

One-pot synthesis of β-amino esters from aldehydes using lanthanide triflate as a catalyst

One-pot synthesis of a β-amino ester from an aldehyde, an amine, and a silyl enolate has been achieved using a lanthanide triflate as a catalyst. One-pot preparation of a β-lactam from an aldehyde is also described.

Tris(pentafluorophenyl)boron as an Efficient, Air Stable, and Water Tolerant Lewis Acid Catalyst

Tris(pentafluorophenyl)boron is an efficient, air stable, and water tolerant Lewis acid catalyst for the aldol-type and Michael reactions of silyl enol ethers with carbonyl compounds or other electrophiles (trimethyl orthoformate, dimethal acetal, and chloromethyl methyl ether), the allylation reaction of allylsilanes with aldehydes, and the Diels-Alder reaction of dienes with α,β-unsaturated-aldehydes.A solution of formaldehyde in water is applicable as an electrophile.Also, the aldol-type reaction of ketene silyl acetals with aromatic or aliphatic imines is successfully carried out using the same catalyst.

Bis(hydroxyphenyloxazolinato)-titanium(IV) and -zirconium(IV) triflates as novel transition metal-based Lewis acids

The preparation of novel titanium, 3, and zirconium, 4, organometallic Lewis acids by treatment of the readily available complexes (M = Ti, Zr; L = hydroxyphenyl-4,5-dihydrooxazole) with AgOSO2CF3 are described.The new homogeneous organometal

Efficient Activation of Acetals, Aldehydes, and Imines toward Silylated Nucleophiles by the Combined Use of Catalytic Amounts of 2 and TMS-CN under Almost Neutral Conditions

In the presence of catalytic amount of a transition metal compound such as 2, Co(acac)2, or NiCl2, trimethylsilyl cyanide smoothly reacts with acetals to form α-methoxy carbonitriles in good yields.In the coexistence of catalytic amounts of Rh

A Convenient Synthesis of β-Aminoesters. The Reaction of Imines with Ketene Silyl Acetals Catalyzed by Phosphonium Salts

In the presence of a catalytic amount of a diphosphonium salt, the reaction of various imines, including 2--pyridine, with ketene silyl acetals proceeded smoothly to afford the corresponding β-aminoesters in good yields.