847550-35-0

Upstream product

• 4039-83-2 3-(4-methoxybenzyloxy)propyne 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 754201-04-2 3-(4-methoxybenzyloxy)deca-1,2-dien-4-ol 
• 890903-47-6 1-[1-(4-methoxy-benzyloxy)-propa-1,2-dienyl]-cyclobutanol 
• 754200-97-0 2-hexyl-3-(4-methoxybenzyloxy)-2,5-dihydrofuran 
• 1134262-89-7 (3S,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolyan-4'-yl)-4-(4-methoxybenzyloxy)-3,6-dihydro-2H-1,2-oxazine 
• 1100777-25-0 1,2-dimethoxy-4-((1-(4-methoxybenzyloxy)allyloxy)methyl)benzene 
• 1314593-43-5 3-(4-methoxybenzyloxy)-2-phenyl-6-(trifluoromethyl)pyridin-4-ol 
• 1314593-39-9 2,2,2-trifluoro-N-[(1E)-2-(4-methoxybenzyloxy)-3-oxo-1-phenylbut-1-enyl]acetamide 
• 1351204-64-2 (R)-1-benzyl-3-((R)-1-(4-methoxybenzyloxy)allyl)-3-phenylindolin-2-one 
• 1515-81-7 1-methoxy-4-(methoxymethyl)benzene 
• 343871-08-9 2-(4-methoxybenzyl)acrylaldehyde 
• 22044-95-7 3-[(4-methoxyphenyl)methyl]-1H-indole 

Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodology was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers

A widely applicable, practical, and scalable strategy for efficient and enantioselective synthesis of β,γ-unsaturated ketones that contain an α-stereogenic center is disclosed. Accordingly, aryl, heteroaryl, alkynyl, alkenyl, allyl, or alkyl ketones that contain an α-stereogenic carbon with an alkyl, an aryl, a benzyloxy, or a siloxy moiety can be generated from readily available starting materials and by the use of commercially available chiral ligands in 52-96% yield and 93:7 to >99:1 enantiomeric ratio. To develop the new method, conditions were identified so that high enantioselectivity would be attained and the resulting α-substituted NH-ketimines, wherein there is strong CN → B(pin) coordination, would not epimerize before conversion to the derived ketone by hydrolysis. It is demonstrated that the ketone products can be converted to an assortment of homoallylic tertiary alcohols in 70-96% yield and 92:8 to >98:2 dr - in either diastereomeric form - by reactions with alkyl-, aryl-, heteroaryl-, allyl-, vinyl-, alkynyl-, or propargyl-metal reagents. The utility of the approach is highlighted through transformations that furnish other desirable derivatives and a concise synthesis route affording more than a gram of a major fragment of anti-HIV agents rubriflordilactones A and B and a specific stereoisomeric analogue.

An Industrial Perspective on Counter Anions in Gold Catalysis: Underestimated with Respect to “Ligand Effects”

The conversion of a variety of well-known test reactions, representing the key reactivity patterns of gold catalysis, were analyzed by GC and 1H NMR. The study is focused on establishing of a strategical approach for the consideration of ligand

An Industrial Perspective on Counter Anions in Gold Catalysis: On Alternative Counter Anions

A comparison of versatile counter anions was investigated by means of a variety of well-known test reactions representing the key reactivity patterns of homogeneous gold catalysis, the catalytic activity was monitored by GC and 1H NMR. As previ

METHOD FOR THE PREPARATION OF alpha-SUBSTITUTED ACRYL ALDEHYDES

The invention discloses simple and rapid method for the preparation of α-substituted acryl aldehydes. More particularly, the invention discloses a method for the preparation of α-substituted acryl aldehydes via a gold-catalysed [1,3] rearrangement of the allenyl ethers with a record turnover frequency of 4600 h?1 at 0.05 mol % of the catalyst concentration in homogeneous gold(I) catalysis. The α-substituted acryl aldehydes synthesized by the instant process are used as building blocks in organic synthesis.

Alkoxyallene-ynes: Selective Preparation of Bicyclo[5.3.0] Ring Systems Including a δ-Alkoxy Cyclopentadienone

The development of an intramolecular rhodium(I)-catalyzed Pauson-Khand reaction of alkoxyallene-ynes with a proximal alkoxy group is reported. This reaction, in the presence of a [Rh(cycloocta-1,5-diene)Cl]2/propane-1,3-diylbis(diphenylphosphane) system under a CO atmosphere, constitutes a powerful tool for selectively accessing carbo- A nd heterobicyclo[5.3.0] frameworks featuring an enol ether moiety. Through this procedure, a straightforward access to guaiane skeletons with a tertiary hydroxy group at the C10 position was achieved.

Gold(i)-catalysed [1,3] O→C rearrangement of allenyl ethers

A simple and rapid access to the α-substituted acryl aldehydes has been provided by developing a gold-catalysed [1,3] rearrangement of the allenyl ethers importantly with a record turnover frequency of 4600 h-1 (at 0.05 mol% of the catalyst concentration) in homogeneous gold(i) catalysis. The Royal Society of Chemistry.

Palladium-catalyzed diastereo- and enantioselective Wagner-Meerwein shift: Control of absolute stereochemistry in the C-C bond migration event

Inducing absolute stereochemistry in Wagner-Meerwein shifts was examined in a ring expansion protocol. Initiated by generation of a π-allylpalladium intermediate by hydropalladation of allenes, the ring expansion of allenylcyclobutanol substrates proceeded with excellent diastereo- and enantioselectivities. The results demonstrate that, during the C-C bond migration process, our chiral catalysts can control the stereochemistry of both the π-allylpalladium intermediate and the corresponding migration bond. Moreover, the stereochemical outcome of the reaction can be rationalized very well with the working model of the chiral catalyst. The method provides an efficient way to synthesize highly substituted cyclopentanones with an α-chiral O-tertiary center which has various synthetic applications.

Palladium-catalyzed asymmetric ring expansion of allenylcyclobutanols: An asymmetric Wagner-Meerwein shift

In this study, we developed a palladium-catalyzed atom economic asymmetric Wagner-Meerwein shift of allenylcyclobutanol substrates. It is an excellent method for creating functionalized cyclopentanones with an α-chiral O-tertiary center by ring expansion

Preparation of α,β-Unsaturated γ-Keto Aldehydes and New Tetronic Acid and Pyridazine Derivatives by Oxidative Transformations of Alkoxyallene-Based Dihydrofurans

Oxidation of 3-alkoxy-substituted dihydrofuran derivatives 6 and 11 with DDQ unexpectedly provided α,β-unsaturated γ-keto aldehydes 10 and 12. A mechanism for this new oxidative ring-cleavage is presented. Since α,β-unsaturated γ-keto aldehydes are versatile intermediates, other 3-methoxy-substituted dihydrofuran derivatives 24, 26, and 28 were prepared from lithiated methoxyallene and the corresponding aldehydes. Oxidation of dihydrofuran derivatives with DDQ and subsequent treatment with sodium chlorite furnished hydroxy-substituted tetronic acid derivatives, such as 30 and 31. Condensation of 30 with hydrazine provided the unsaturated pyridazinone derivative 32. A second route to pyridazine derivatives involves DDQ-mediated oxidation of dihydrofurans and reaction of the products with hydrazine hydrate. This leads to 4-methoxypyridazines 33, 34, 35, and 36 in good overall yields. The oxidative transformations of dihydrofuran derivatives reported here demonstrate new examples of reactivity umpolung; the lithiated alkoxyallenes are equivalents of the unusual synthons B and C, which represent anions of malondialdehyde or malonaldehydic acid.