97400-54-9

Upstream product

• 1193-55-1 2-methylcyclohexane-1,3-dione 
• 108-98-5 thiophenol 
• 118527-01-8 Methanesulfonic acid 2-methyl-3-oxo-cyclohex-1-enyl ester 

Downstream Products

• 1101868-09-0 allyl 3-methyl-2-oxo-4-(phenylthio)cyclohex-3-ene-1-carboxylate 
• 1101868-07-8 C₁₇H₂₀OS 
• 1101867-99-5 C₁₈H₂₀O₃S 
• 900493-56-3 carbonic acid allyl ester 2,6-dimethyl-5-phenylsulfanyl-cyclohexa-1,5-dienyl ester 
• 97400-55-0 rac-3-(benzenesulfinyl)-2-methyl-2-cyclohexenone 
• 131342-24-0 (1S,2R,3S)-2-Methyl-3-phenylsulfanyl-cyclohexanol 
• 55166-20-6 (1S,2R)-2-Benzyl-cycloheptanol 

Relevant academic research and scientific papers

An efficient method for retro-Claisen-type C-C bond cleavage of diketones with tropylium catalyst

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C-C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Br?nsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.

Total Synthesis of the Diterpene Waihoensene

A racemic and scalable enantioselective total synthesis of (+)-waihoensene was accomplished. (+)-Waihoensene belongs to the diterpene natural product family, and it features an angular triquinane substructure motif. Its tetracyclic [6.5.5.5]backbone is al

Enantioselective total synthesis of (+)-cassiol

(Chemical Equation Presented) An enantioselective total synthesis of (+)-cassiol is reported. The complex derived from Pd2(pmdba) 3 and enantiopure t-BuPHOX ligand catalyzes enantioconvergent decarboxylative alkylation to generate the quaternary carbon stereocenter at an early stage. The overall synthetic strategy involves a convergent late-stage coupling of two fragments. The synthesis features a longest linear sequence of eight steps.

Catalytic enantioselective approach to the eudesmane sesquiterpenoids: Total synthesis of (+)-carissone

(Chemical Equation Presented) A catalytic enantioselective approach to the eudesmane sesquiterpenoids is reported. The strategic use of a palladium-catalyzed enantioselective alkylation of vinylogous ester substrates forged the C(10) all-carbon quaternary

Asymmetric allylic alkylation of cyclic vinylogous esters and thioesters by Pd-catalyzed decarboxylation of enol carbonate and β-ketoester substrates

(Chemical Equation Presented) Excellent yields and enantioselectivities were achieved for the palladium-catalyzed asymmetric allylic alkylation of vinylogous thioesters. The close-to-neutral reaction conditions ensure that this reaction can tolerate a wide range of functionalities. Furthermore, this approach provides a convenient protocol for the synthesis of synthetically important α,α- and γ,γ-di-substituted cycloalkenones.

A two-component pericyclic reaction for synthesis of substituted benzofurans and aryl-quaternary carbon bonds

The reaction shown is presumed to be a new [3,3]-sigmatropic rearrangement involving an O-arylsulfoxonium species or related sulfurane. It allows a sulfoxide and a phenol to be joined and rearranged in one operation at or below room temperature, coupling

Synthesis of a 4-Acylcyclohexa-2,5-dienone: 3,4-Dihydro-3,3,8a-trimethylnaphtalene-1,6(2H,8aH)-dione

The synthesis is reported of 3,4-dihydro-3,3,8a-trimethylnaphtalene-1,6-(2H,8aH)-dione (11; R = Me).This is the first isolated 4-acylcyclohexa-2,5-dienone, a class of compounds postulated particularly as intermediates in the Fries and photo-Fries rearrangements.The dienone undergoes very easy acyl cleavage in the presence of bases or dilute acids, to form a phenolic acid (18).Similar cleavage, or a retro-Fries migration of the acyl group from the 4-position to the dienone ring oxygen, has prevented isolation of 4-acetyl-4-methylcyclohexa-2,5-dienone.Concentrated aqueous sulphuric acid causes rearrangement of the dienone to 3,4-dihydro-8-hydroxy-3,3,5-trimethylnaphtalen-1(2H)-one (13; R = Me), via recyclisation of 18.In trifluoroacetic acid solutions the same product (13, R = Me) is formed from the dienone by direct, formal dienone-phenol rearrangement.