125992-53-2

Upstream product

• 108-05-4 vinyl acetate 
• 5333-61-9 trans-2-benzylcyclohexanol 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 31021-02-0 2-phenylmethylenecyclohexan-1-one 
• 946-33-8 2-benzylcyclohexan-1-one 
• 100-51-6 benzyl alcohol 
• 108-93-0 cyclohexanol 
• 34492-42-7 2-hydroxybenzylidenecyclohexane 
• 50648-70-9 trans-2-benzylidenecyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 6921-34-2 benzylmagnesium chloride 
• 108-94-1 cyclohexanone 
• 100-44-7 benzyl chloride 
• 930-68-7 cyclohexenone 

Downstream Products

• 187404-41-7 ((1R,2S)-2-Methoxy-cyclohexylmethyl)-benzene 
• 946-33-8 2-benzylcyclohexan-1-one 
• 121906-82-9 (+/-)-trans-2-acetoxy-1-benzyl-cyclohexane 
• 121906-82-9 Acetic acid (1R,2S)-2-benzyl-cyclohexyl ester 
• 17057-95-3 1,2,3,4-tetrahydro-9H-fluorene 
• 121961-01-1 (-)-2-benzylcyclohexan-1-ol 
• 72436-51-2 trans-2-benzylcyclohexan-1-amine 

Relevant academic research and scientific papers

Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents

The direct formation of aryl C?O bonds via the intramolecular dehydrogenative coupling of a C?H bond and a pendant alcohol represents a powerful synthetic transformation. Herein, we report a method for intramolecular arene C?H etherification via an umpoled alcohol cyclization mediated by an I(III) N-HVI reagent. This approach provides access to functionalized chromane scaffolds from primary, secondary and tertiary alcohols via a cascade cyclization-iodonium salt formation, the latter providing a versatile functional handle for downstream derivatization. Computational studies support initial formation of an umpoled O-intermediate via I(III) ligand exchange, followed by competitive direct and spirocyclization/1,2-shift pathways. (Figure presented.).

Synthesis method of chiral trans-2-substituted naphthenic alcohol

The invention relates to a synthesis method of chiral trans-2-substituted naphthenic alcohol. The invention provides a method for synthesizing chiral trans-cycloalkanol through asymmetric hydrogenation of palladium-catalyzed 2-substituted cyclic ketone. According to the method,a chiral diphosphine P-P * complex of metal palladium is taken as a catalyst, an acid additive is used in cooperation, asymmetric hydrogenation is carried out on a 2-substituted cyclic ketone compound to obtain a corresponding chiral trans-cycloalkanol compound. the enantiomeric excess of the chiral trans-cycloalkanol compound can reach 97% at most, and the trans-selectivity of the chiral trans-cycloalkanol compound is up to 20: 1. The method is simple and convenient to operate, practical, easy to implement, high in yield, high in atom economy and environment-friendly; the catalyst is commercially available; the reaction conditions are mild; and the method has a potential practical application value.

Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions

The first efficient palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones has been described through dynamic kinetic resolution under acidic conditions, providing a facile access to chiraltranscycloalkanol derivatives with excellent enantioselectivities.

Optical resolution via catalytic generation of chiral auxiliary

A new catalytic method for separating enantiomers of racemic compounds is proposed. Catalytic asymmetric addition of racemic trans-2-substituted cyclohexanols to imines provided diastereomeric mixtures of aminals, and the subsequent separation of the enantiomers by silica-gel column chromatography and the hydrolysis of the aminals produced the alcohols in an optically active form.

Cobalt-Nanoparticles Catalyzed Efficient and Selective Hydrogenation of Aromatic Hydrocarbons

The development of inexpensive and practical catalysts for arene hydrogenations is key for future valorizations of this general feedstock. Here, we report the development of cobalt nanoparticles supported on silica as selective and general catalysts for such reactions. The specific nanoparticles were prepared by assembling cobalt-pyromellitic acid-piperazine coordination polymer on commercial silica and subsequent pyrolysis. Applying the optimal nanocatalyst, industrial bulk, substituted, and functionalized arenes as well as polycyclic aromatic hydrocarbons are selectively hydrogenated to obtain cyclohexane-based compounds under industrially viable and scalable conditions. The applicability of this hydrogenation methodology is presented for the storage of H2 in liquid organic hydrogen carriers.

Trans-2-tritylcyclohexanol as a chiral auxiliary in permanganate-mediated oxidative cyclization of 2-methylenehept-5-enoates: Application to the synthesis of trans-(+)-linalool oxide

The permanganate-mediated oxidative cyclization of a series of 2-methylenehept-5-eneoates bearing different chiral auxiliaries was investigated, leading to the discovery of trans-2-tritylcyclohexanol (TTC) as a highly effective chiral controller for the f

2-Amino-2-oxazolines as subtype selective α2 adrenoceptor agonists

Cyclohexylamino oxazoline I (AGN 190837), an analogue of 2 (Bay a6781), is a potent α2 adrenoceptor agonist. On the basis of a design generated by receptor-ligand modeling, a number of cyclohexyl and norbornyl analogues were synthesized wherein the propyl group of I was replaced by phenylalkyl subsituents. This resulted in compound 6 being an α(2c) selective agonist, as well as 7 and 9 being α(2a)/α(2c) selective.

Asymmetric reduction of prochiral cycloalkenones. The influence of exocyclic alkene geometry

The asymmetric reduction of a series of prochiral enones of general structure 1 using the Corey oxazaborolidine 2, leading to enantiomerically enriched allylic cycloalkanols 3 is described. The influence of alkene geometry on both the sense (R vs. S) and

Perfume base composition

The present invention relates to a perfume base composition comprising a carrier and a benzyl-substituted cyclohexanol having formula (1), wherein the dashed line denotes an optional double bond and the benzyl group is in the 2-, 3- or 4-position of the c

Microbially-aided preparation of (S)-2-methoxycyclohexanone key intermediate in the synthesis of Sanfetrinem

(S) 2-Methoxycyclohexanone 1, useful intermediate in the synthesis of Sanfetrinem 2, is obtained from (S) α-benzylidene cyclohexanol 4, derived from the ketone 3 through a short sequence involving as key step yeast reduction of the carbonyl group. The (R) enantiomer of 1 is similarly accessible from the (R) enantiomer of 4 obtained either upon Candida lipolytica-mediated reduction of 3 or from (R,S)-4 by porcine pancreatic lipase catalyzed acetylation with vinyl acetate. Also the saturated carbinols 7 and 8, which accompany 4 in the microbial reduction of 3, are converted into 1 through unexceptional steps. Nocardia opaca, Pichia etchelsii and Mucor subtilissimus provide from 3 upon reduction (S)-configurated 4, 7 and 8 possessing moderate-high ee values.