22348-47-6

Upstream product

• 100607-52-1 3-chloro-2-phenethyl-tetrahydro-pyran 
• 5631-95-8 2,3-dichlorotetrahydro-2H-pyran 
• 103-63-9 1-phenyl-2-bromoethane 
• 344359-71-3 methyl 7-phenylhept-4-enoate 
• 104-53-0 3-phenyl-propionaldehyde 
• 122-97-4 3-Phenyl-1-propanol 
• 75553-23-0 (E)-5-phenyl-2-penten-1-ol 
• 55282-95-6 ethyl (2E)-5-phenylpent-2-enoate 
• 344360-07-2 dimethyl 3-(2-phenylethyl)-2-propenylmalonate 
• 1027473-57-9 Methanesulfonic acid (E)-5-phenyl-pent-2-enyl ester 
• 120756-20-9 (E)-Ethyl 7-phenyl-4-heptenoate 

Downstream Products

• 3208-25-1 7-phenylheptan-1-ol 
• 1027021-29-9 Methanesulfonic acid (E)-7-phenyl-hept-4-enyl ester 
• 1217274-53-7 C₁₄H₂₀O₂ 
• 1346899-13-5 C₂₈H₄₁NO₂S 
• 3208-40-0 2-(3-phenylprop-1-yl)-tetrahydrofuran 
• 1613582-56-1 (2S,6R)-N-(4-toluenesulfonyl)-2-(3-phenyl-1-(phenylthio)propyl)pyrrolidine 
• 1613582-57-2 (2S,3R)-N-(4-toluenesulfonyl)-2-phenethyl-3-(phenylthio)piperidine 
• 1613582-53-8 (E)-4-methyl-N-(8-phenyloct-5-en-1-yl)benzenesulfonamide 
• 1613582-51-6 C₁₄H₁₇N 
• 1613582-43-6 (E)-N-(4-toluenesulfonyl)-7-phenylhept-4-enylamine 
• 1613582-66-3 (2S,7R)-N-(4-toluenesulfonyl)-2-(3-phenyl-1-(phenylthio)propyl)piperidine 
• 1346899-36-2 C₁₃H₁₇BrO 
• 1639366-21-4 C₁₃H₁₇BrO 

Relevant academic research and scientific papers

Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer

We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br?nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O?H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.

Aerobic Allylation of Alcohols with Non-Activated Alkenes Enabled by Light-Driven Selenium-π-Acid Catalysis

A new organocatalytic protocol for the aerobic dehydrogenative allylation of alcohols using non-activated alkenes as the allylating reagent and ambient air as the terminal oxidant is established. Mechanistically, the procedure relies on the interplay of a diselane and a photoredox catalyst by means of a light-induced electron transfer process. Under optimized conditions, a broad range of both cyclic and acyclic ethers is accessed with very high functional group tolerance and excellent regioselectivity.

Chiral Selenide-Catalyzed Enantioselective Construction of Saturated Trifluoromethylthiolated Azaheterocycles

An indane-based, bifunctional, chiral selenide catalyst has been developed. The new catalyst is efficient for the enantioselective synthesis of saturated azaheterocycles possessing a trifluoromethylthio group. The desired products were obtained in good yields with high diastereo- and enantioselectivities.

Organoselenium-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles

A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.

Remote control of regio- and diastereoselectivity in the hydroformylation of bishomoallylic alcohols with catalytic amounts of a reversibly bound directing group

(Figure Presented) Remote and reversible! Phosphinites serve as reversibly bound directing groups for the remote control of the regio- and diastereoselective hydroformylation of bishomoallylic alcohols (see scheme; r.r: regioisomer ratio). The distance between the double bond and the functional hydroxy group to which the directing group is reversibly bound is the longest ever reported.

Iron tricarbonyl stabilized pentadienyl cation as initiator for cascade polycyclizations: A diastereoselective entry into octahydrophenanthrenes

A new example is provided of completely diastereoselective polycyclization, affording the octahydrophenanthrene framework. Generation of an iron tricarbonyl stabilized pentadienyl carbocation is the triggering event of the cascade reaction. The carbocation is generated by anchimerically assisted regiospecific protonation of a double bond adjacent to the iron tricarbonyl diene moiety. Tetrafluoroboric acid ether complex appears to be the optimum reagent, affording good yields, even under catalytic conditions.