84896-30-0

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 115827-02-6 3-hydroxy-4-methyl-1-phenylpentan-1-one 

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.

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

Homogeneous catalysis. Transition metal based lewis acid catalysts

Transition metal based Lewis acids provide catalysts for the Diels-Alder and Mukaiyama reactions. These catalysts must possess an electron deficient axophilic metal center and a labile coordination position. Unlike traditional Lewis acids, those derived from transition metals can function in the presence of water and have well defined structures. It is shown how a normally electron rich ruthenium atom can be converted to a Lewis acid by incorporation of electron withdrawing ligands and ligands with hard donor atoms. This ruthenium complex, [Ru(salen)(NO)(H2O)]+, is an efficient catalyst for the Diels-Alder reaction, but in the Mukaiyama reaction, it tends to be reduced and thereby deactivated by the silyl enol ether. It is shown that the complex [TiCp*2(H2O)2]2+ (Cp* is pentamethylcyclopentadienyl) is an efficient catalyst for the Diels-Alder reaction even when water is present. Similarly, the triflato complexes [TiCp2(CF3 SO3)2] and [ZrCp2(CF3SO3)2] (Cp is cyclopentadienyl) are efficient catalysts for both the Diels-Alder and Mukaiyama reactions. All of these catalysts are effective at very low loadings of ≈ 1 mol%. Catalysis has been shown to occur via substrate-catalyst adducts and moreover these adducts are formed rapidly and reversibly as required for efficient catalysis.

Homogeneous catalysis. A transition metal based catalyst for the Mukaiyama crossed-aldol reaction and catalyst deactivation by electron transfer

The cationic complex [Ru(salen)(NO)H2O]SbF6 is intrinsically a powerful catalyst for the Mukaiyama crossed-aldol reaction at 25°C in nitromethane solutions and at very low catalyst loadings but, for some reactions, electron transfer

Homogeneous Catalysis. and , Fast and Efficient Catalysts for the Mukaiyama Cross-Aldol Reaction

The catalysts and are fast and efficient catalysts for the Mukaiyama cross-aldol reaction involving both ketones and aldehydes and the catalysis is promoted by binding of the carbonyl group to the metal after dissociat

Fluoride Ion Catalyzed Aldol Reaction between Enol Silyl Ethers and Carbonyl Compounds

A new aldol reaction effected by the reaction of enol trimethylsilyl ethers and a quarternary ammonium fluoride is reported.Under the influence of a catalytic amount of tetrabutylammonium fluoride at low temperatures, enol silyl ethers react with various aldehydes to give the corresponding aldol trimethylsilyl ethers in fair to good yields.The silyl group of these products can be smoothly removed under mild conditions.Ketones, epoxides, and esters do not serve as electrophiles in this reaction.The reaction proceeds in a regiospecific manner with respect to the enol silyl ethers; the reactions of two regioisomers of 2-methylcyclohexanone with benzaldehyde cleanly give the respective regioisomeric aldol products.The reaction of 4-tert-butyl-1-methyl-2-(trimethylsiloxy)cyclohexene proceeds exclusively by the axial attack of the electrophile, making a strong contrast with the related cases reported on this cyclohexanone system.The aldol addition of a ketone and an aldehyde can be performed without the isolation of the enol silyl ether of the ketone by effecting both the silylation of the ketone and the aldol reaction with the aid of a fluoride anion.The characteristic behavior of the enolate species in this reaction can be rationalized by considering a mobile equilibrium in which the combination of fluorotrimethylsilane and a quarternary ammonium enolate functions as key controlling factor.