68261-86-9

Upstream product

• 17920-90-0 3,3,7-trimethyl-oct-6-enal 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 106-26-3 cis-3,7-dimethyl-2,6-octadienal 

Relevant academic research and scientific papers

Trityl Cation Catalyzed Intramolecular Carbonyl-Ene Cyclization and [2+2] Cycloaddition

An unprecedented metal-free catalytic system composed of trityl halides and thioureas has been found to be a convenient source for the generation of trityl cation species, and this cooperative catalytic system was proved to be highly effective for intramolecular carbonyl-ene cyclization and [2+2] cycloadditions.

Pyrophosphoric acid ester compound, bisphosphate ester compound and catalyst

The invention pertains to a novel pyrophosphoric acid ester compound represented by formula (1) and a bisphosphoric acid ester compound represented by formula (2). In the formulas, R is an aryl group, organic silyl group, or halogen atom. These compounds can adequately activate carbonyl compounds, imine compounds, and the like due to having higher acidity than conventional phosphoric acid ester compounds. Usefulness as a metal ligand is also expected.

Cationic Chiral Fluorinated Oxazaborolidines. More Potent, Second-Generation Catalysts for Highly Enantioselective Cycloaddition Reactions

The coordination of chiral ligands to Lewis acid metal derivatives, a useful strategy for enantioselective, electrophilic catalysis, generally leads to a lower level of catalytic activity than that of the original uncomplexed compound. Activation by furth

MANUFACTURING METHOD OF OPTICAL ACTIVE ALCOHOL

PROBLEM TO BE SOLVED: To provide a method for providing optical active alcohol capable of being a perfume material or a cold sensation raw material with high optical purity and high selectivity by conducting an asymmetric carbonyl-en ring closure reaction

The effect of host structure on the selectivity and mechanism of supramolecular catalysis of Prins cyclizations

The effect of host structure on the selectivity and mechanism of intramolecular Prins reactions is evaluated using K12Ga4L6 tetrahedral catalysts. The host structure was varied by modifying the structure of the chelating moieties and the size of the aromatic spacers. While variation in chelator substituents was generally observed to affect changes in rate but not selectivity, changing the host spacer afforded differences in efficiency and product diastereoselectivity. An extremely high number of turnovers (up to 840) was observed. Maximum rate accelerations were measured to be on the order of 105, which numbers among the largest magnitudes of transition state stabilization measured with a synthetic host-catalyst. Host/guest size effects were observed to play an important role in host-mediated enantioselectivity.

Chiral environment of catalytic sites in the chiral metal-organic frameworks

Chiral metal-organic frameworks are considered a useful platform in heterogeneous catalysis for enantioselective chemical transformations. However, it has been observed that the enantioselectivity is sensitive to the site at which the reaction takes place

Selective monoterpene-like cyclization reactions achieved by water exclusion from reactive intermediates in a supramolecular catalyst

A polyanionic supramolecular assembly (1) is shown to catalytically cyclize the monoterpene citronellal and two homologues. In contrast to cyclization in acidic aqueous solution, the hydrophobic interior of 1 prevents the capture of reactive intermediates by water. This effect was also observed in the gold-catalyzed cycloisomerization of an enyne. Due to the steric confinement of the catalyst's interior, Prins cyclizations in 1 proceed cleanly both for substrates containing and lacking gem-dimethyl substitution. Encapsulation in 1 consequently imposes a degree of mechanistic control that, similar to enzyme catalysis, is not observed in bulk aqueous solution.

A Tin-tungsten mixed oxide as an efficient heterogeneous catalyst for C-C Bond Bond-Forming reactions

The tin-tungsten mixed oxide prepared by the calcination of the tin-tungsten hydroxide precursor with a Sn/W molar ratio of 2 at 800 °C (SnW2-800) acts as an effective and reusable solid catalyst for C-C bond-forming reactions, such as the cyclization of citronellal, the Diels-Alder reaction, and the cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). Various kinds of structurally diverse aliphatic, aromatic, and unsaturated, heteroatom-containing substrates could be converted into the desired products in high to excellent yields. The observed catalyses for these reactions were truly heterogeneous and the recovered catalyst could be reused several times without an appreciable loss of its high catalytic performance. The Bronsted acid sites generated on the aggregated polytungstate species on SnW2-800 likely play an important role in the C-C bond-forming reactions.

Insight into the Cyclization of 6-Octen-1-als with Rhodium(I) Complex

Cyclization of 6-octen-1-als with Rh(I) (Wilkinson) complex was examined.In all cases with methyl substituents at the C2- or C3-position, a mixture of cis- and trans-cyclohexanol derivatives was obtained, but 7-methyl-6-octen-1-al without any substituents instead underwent a decarbonylation reaction. 4-Oxa-analogues also afforded a similar result.In Rh(I)-catalyzed cyclization, the formation of cis-cyclohexanols is in remarkable contrast to Lewis acid-catalyzed cyclization to afford the trans products.

Intramolecular Olefinic Aldehyde Prins Reactions for the Construction of Five-Membered Rings

Four catalysts (Me2AlCl SnCl4 > EtAlCl2 > Et2AlCl) for the cyclization of olefinic aldehydes by an internal Prins mechanism have been compared by using systems that afford five-membered rings by type I and type II ene processes.Stannic chloride and Me