34665-81-1

Upstream product

• 7508-04-5 5-(4-methoxyphenyl)pentanoic acid 
• 4609-10-3 5-(4-methoxyphenyl)-5-oxopentanoic acid 
• 7732-18-5 water 
• 100-66-3 methoxybenzene 
• 108-55-4 glutaric anhydride, 
• 116805-82-4 5-hydroxy-5-(4-methoxyphenyl)valeric acid 
• 5023-67-6 4-methoxybenzyl phenyl sulfide 
• 2746-25-0 p-Methoxybenzyl bromide 
• 37892-73-2 (1S,2S)-2-(4-Methoxy-phenyl)-cyclopentanol 
• 37892-73-2 trans-(CH₃OC₆H₄)(C₅H₈OH) 
• 64-17-5 ethanol 
• 61349-69-7 (±)-2-(4-methoxyphenyl)cyclopentan-1-one 

Downstream Products

• 1206482-61-2 6-(4-methoxyphenyl)-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Controlling Chemoselectivity of Catalytic Hydroboration with Light

The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle fo

Visible-Light-Induced Cyclization of Electron-Enriched Phenyl Benzyl Sulfides: Synthesis of Tetrahydrofurans and Tetrahydropyrans

A new approach to the preparation of tetrahydrofurans and tetrahydropyrans through a photoredox catalytic process is described. The introduction of a phenylsulfanyl auxiliary group permits the substrates to be readily oxidized to form cationic intermediates for sequential intramolecular cyclization. The method features mild reaction conditions and operational simplicity.

Catalytic, Enantioselective Vinylogous Mukaiyama Aldol Reaction of Furan-Based Dienoxy Silanes: A Chemodivergent Approach to γ-Valerolactone Flavan-3-ol Metabolites and δ-Lactone Analogues

The asymmetric synthesis of a set of hydroxyphenyl γ-valerolactones was achieved starting from 2-silyloxyfuran and alkoxy-substituted benzaldehydes as common precursors. Key synthesis steps included an enantioselective vinylogous Mukaiyama aldol reaction and a Barton-McCombie deoxygenation. Five enantioenriched γ-valerolactone targets were obtained in 5-6 steps, 18-63% overall yields and 82-98 % ee, paving the way for the straightforward entry to this class of biologically effective and poorly available flavan-3-ol metabolites. In parallel, an unprecedented one-pot reductive ring expansion process was fortuitously discovered, yielding racemic δ-lactone analogues from phenolic butanolide precursors.

Lactam derivatives

There is disclosed a lactam derivative of the formula: STR1 wherein R1 is a substituted or unsubstituted phenyl group; R2 is a substituted or unsubstituted phenyl group, a cycloalkyl group or a nitrogen-containing 6-membered heterocy

THE SYNTHESIS VIA ORGANOIRON COMPLEXES OF PEDICELLANIN METHYL ETHER AND CUPARENE

A synthetic route to Pedicellanin methyl ether as well as to Cuparene via iron tricarbonyl-cyclohexadienyl cations is reported.The unusual aromatization reaction of the iron tricarbonyl- cyclohexadienyl mojety by iron trichloride is evidencied.

Thallium in Organic Synthesis. 61. Intramolecular Capture of Radical Cations from Thallium(III) Trifluoroacetate Oxidation of Arylalkanoic Acids and Arylalkanols. New Routes to Oxygen Heterocycles

Treatment of electron-rich arylpropionic acids with TTFA in TFA containing a small amount of BF3*etherate results in the formation of dihydrocoumarins and spirocyclohexadienone lactons by initial formation of aromatic radical cations followed by intramolecular cyclization involving the side-chain carboxyl group.The scope and limitations of this reaction with respect to aromatic substitution and the length of the alkanoic acid side chain have been examined; the reaction has been extended with analogous results to 1-naphthalenylalkanoic acids.Oxidation of a series of homologous phenyl- and naphthalenyl-1-alknols with TTFA under similar conditions results in intramolecular cyclization to give fused or pendant cyclic esters.It is suggested that the observed propensity for intramolecular cyclization may due to complexation of both the aryl group and the side-chain basic substituent (-COOH or -OH) with thallium(III).