104746-46-5

Upstream product

• 70512-12-8 7-methyloct-6-enal 
• 17920-90-0 3,3,7-trimethyl-oct-6-enal 
• 13291-18-4 isopropenylmagnesium bromide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 6386-71-6 isopropenyllithium 
• 513-35-9 2-methyl-but-2-ene 
• 108-05-4 vinyl acetate 
• 24350-58-1 (±)-(1S,2R)-2-(prop-1-en-2-yl)cyclohexanol 

Downstream Products

• 261526-74-3 (R)-2-(prop-1-en-2-yl)cyclohexanone 
• 1392283-95-2 (1R,2S)-2-(prop-1-en-2-yl)cyclohexyl acetate 
• 24350-58-1 (1S,2R)-2-(prop-1-en-2-yl)cyclohexanol 
• 24350-58-1 trans-2-Propenylcyclohexanol 
• 1392283-96-3 (S,E)-8-methyl-10-phenyl-3,4,5,6,9,10-hexahydro-2H-oxecin-2-one 
• 1392283-97-4 (R,Z)-8-methyl-10-phenyl-3,4,5,6,9,10-hexahydro-2H-oxecin-2-one 
• 78998-95-5 (±)-(1S,2R)-2-(prop-1-en-2-yl)-1-vinylcyclohexanol 
• 58070-37-4 2-(1-methylethenyl)cyclohexanone 

Relevant academic research and scientific papers

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.

Chiral amide directed assembly of a diastereo- and enantiopure supramolecular host and its application to enantioselective catalysis of neutral substrates

The synthesis of a novel supramolecular tetrahedral assembly of K 12Ga4L6 stoichiometry is reported. The newly designed chiral ligand exhibits high diastereoselective control during cluster formation, leading exclusively t

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.

Asymmetric Catalysis by Chiral Titanium Perchlorate for Carbonyl-Ene Cyclization

The chiral binaphthol-derived titanium perchlorate (or triflate) is shown to serve efficiently as an asymmetric catalyst for the ene cyclization of type exo,exo and exo',exo involving α-alkoxy aldehyde as an internal enophile to afford the 6- and 7-membered cyclic ethers in high enantiomeric purity.

Highly selective aluminium-catalysed intramolecular Prins reaction for L-menthol synthesis

An aluminium complex bearing 2-cyclohexyl-6-phenylphenol afforded (5R)-n-isopulegol from (R)-citronellal via the intermolecular Prins reaction with an exceptionally high diastereoselectivity. Using this reaction, l-menthol was obtained with an excellent diastereoselectivity.

Cooperative Hydrogen-Bond-Donor Catalysis with Hydrogen Chloride Enables Highly Enantioselective Prins Cyclization Reactions

Cooperative asymmetric catalysis with hydrogen chloride (HCl) and chiral dual-hydrogen-bond donors (HBDs) is applied successfully to highly enantioselective Prins cyclization reactions of a wide variety of simple alkenyl aldehydes. The optimal chiral cata

Primary Anion–π Catalysis of Epoxide-Opening Ether Cyclization into Rings of Different Sizes: Access to New Reactivity

The concept of anion–π catalysis focuses on the stabilization of anionic transition states on aromatic π surfaces. Recently, we demonstrated the occurrence of epoxide-opening ether cyclizations on aromatic π surfaces. Although the reaction proceeded through unconventional mechanisms, the obtained products are the same as those from conventional Br?nsted acid catalysis, and in agreement with the Baldwin selectivity rules. Different mechanisms, however, should ultimately lead to new products, a promise anion–π catalysis has been reluctant to live up to. Herein, we report non-trivial reactions that work with anion–π catalysis, but not with Br?nsted acids, under comparable conditions. Namely, we show that the anion–π templated autocatalysis and epoxide opening with alcoholate–π interactions can provide access to unconventional ring chemistry. For smaller rings, anion–π catalysis affords anti-Baldwin oxolanes, 2-oxabicyclo[3.3.0]octanes, and the expansion of Baldwin oxetanes by methyl migration. For larger rings, anion–π templated autocatalysis is thought to alleviate the entropic penalty of folding to enable disfavored anti-Baldwin cyclizations into oxepanes and oxocanes.

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

Enantioselective catalytic transannular ketone-ene reactions

Highly enantio-and diastereoselective transannular ketone-ene reactions are catalyzed by a new chromium(III) triflate tridentate Schiff base complex. Electronically unactivated keto-olefins undergo heteroene reactions at ambient temperature to afford enantioenriched bicyclic alcohols, common structural motifs in natural products. The kinetic resolution of a configurationally stable planar-chiral cyclodecenone is also described.

Tandem cross-dimerisation/oxonia-cope reaction of carbonyl compounds to homoallylic esters and lactones

Conceptually different: This allyltransfer reaction is catalyzed by Lewis acids (LAs) and proceeds atom-economically by disproportionation of the carbonyl groups through organized oxonia-Cope transition states (see scheme). A stereoselective [n+4] ring enlargement leads to a variety of macrolides with 9- to 16-membered rings. Copyright