20566-48-7

Upstream product

• 17435-77-7 ethyl 2-(chloromethyl)acrylate 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 2746-25-0 p-Methoxybenzyl bromide 
• 50-00-0 formaldehyd 
• 167547-59-3 2-(4-methoxybenzyl)-3-oxo-3-phenylpropionic acid ethyl ester 
• 733-53-9 p-methoxyphenyl(phenyl)iodonium tetrafluoroborate 
• 132627-71-5 2-[(4-methylphenylsulfonyl)methyl]propenoic acid ethyl ester 
• 6335-37-1 2-(4-methoxybenzyl)malonic acid diethyl ester 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 
• 80787-04-8 ethyl 2-(acetoxymethyl)acrylate 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 33797-51-2 eschenmoser's salt 
• 205505-50-6 3-ethoxy-2-(4-methoxybenzyl)-3-oxopropanoic acid 

Downstream Products

• 856433-01-7 2-[(4-methoxyphenyl)methyl]prop-2-en-1-ol 
• 205505-75-5 [(S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone 
• 205505-64-2 (S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester 
• 205505-81-3 (S)-2-Hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one 
• 205505-71-1 (S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 111510-52-2 3-(benzoylthio)-2-(4-methoxybenzyl)propanoyl chloride 
• 111510-39-5 3-Benzoylthio-2-(p-methoxybenzyl)propionic acid 
• 856433-05-1 (2S,5S,8aS)-2-(hydroxymethyl)-2-[(4-methoxyphenyl)methyl]-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one 
• 856433-10-8 (2S,4S)-4-(tert-butoxycarbonyl)amino-2-[(4-methoxyphenyl)methyl]-5-oxooxolane-2-carboxylic acid 
• 856433-09-5 (2S,4S)-4-(tert-butoxycarbonyl)amino-2-[(4-methoxyphenyl)methyl]-2-(hydroxymethyl)oxolan-5-one 
• 82983-20-8 α-methylene-4-methoxybenzenepropanoic acid 
• 205505-56-2 (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester 

Relevant academic research and scientific papers

Enantioselective Enzymatic Reduction of Acrylic Acids

An ene-reductase (ERED 36) with broad substrate specificity was identified, and optimization studies led to the development of an enzymatic protocol for the reduction of α,β-unsaturated acids under mild, aqueous conditions. The substrate scope includes aromatic- A nd aliphatic-substituted acrylic acids, as well as cyclic α,β-substituted acrylic acids, yielding chiral α-substituted acids with exquisite levels of enantioselectivity (>99% ee).

Aryl radical formation by copper(I) photocatalyzed reduction of diaryliodonium salts: NMR Evidence for a CuII/CuI mechanism

Photocatalyzed reduction of diaryliodonium salts was achieved by using [Cu(dpp)2][PF6] as a photoactive complex and DIPEA as a reductive quench. The application of a copper catalyst allows the generation of aryl radicals under mild conditions and maintains their reactivity for C-C bond formation processes.

Pd-catalyzed threefold arylation of Baylis-Hillman bromides and acetates with triarylbismuth reagents

Functionalized alkyl 2-benzylacrylates and 2-benzylacrylonitriles were synthesized by means of atom-economic cross-couplings of Baylis-Hillman bromides or acetates with BiAr3 under palladium-catalyzed conditions. These reactions, involving thre

Allylation and vinylation of aryl radicals generated from diazonium salts

(Chemical Equation Presented) Allylation and vinylation of aryl radicals generated from aryl diazonium salts provides rapid and efficient access to chlorinated and brominated derivatives of styrene and allylbenzene. Allyl chlorides were found to be better substrates than bromides due to decreased halogen transfer. Donor- and acceptor-substituted diazonium salts are well tolerated. The products represent important precursors for numerous further transformations.

Stereoselective syntheses of 4-hydroxy 4-substituted glutamic acids

The 4-hydroxy 4-substituted glutamic acid moiety is a common substructure of biologically important natural products such as monatin [(2S,4S)-2], lycoperdic acid (3), and dysiherbaine (4). To develop methodology for syntheses of these natural products, cycloadditions of nitrone 5 with 2-substituted 2-propen-1-ols 6 and 2-substituted acrylates 8 were investigated. Reactions of nitrone 5 with alcohols 6 in the presence of MgBr2OEt2 gave cycloadducts 7 in a highly stereoselective manner, whereas noncatalyzed reactions of 5 with acrylates 8 afforded adducts 9. Using the former reaction, syntheses of monatin [(2S,4S)-2], monatin derivative 18, and lycoperdic acid (3) were accomplished. The C4-epimer of monatin [(2S,4R)-2)] was also synthesized by employing the latter cycloaddition.

Enantioselective synthesis of eucomols using sharpless catalytic asymmetric dihydroxylation

A novel synthetic method was developed for eucomols, (S)-3-hydroxyhomoisoflavanones. Addition of aryllithium to aldehyde ((S)-9) obtained by asymmetric dihydroxylation of 4, followed by the formation of cyclic ether, gave eucomols, (S)-3-hydroxyhomoisofla

Nickel catalyzed tellurium-zinc exchange reactions. A new preparation of arylzinc reagents

Diaryltellurides 2 and diarylditellurides 3 undergo a smooth tellurium-zine exchange reaction in the presence of catalytic amounts of Ni(acac)2 (5-10 mmol %) leading to arylzinc derivatives 1. The reaction can be extended to the preparation of alkylzinc compounds and allows a stereoselective cyclization to a 2,4-disubstituted tetrahydrofuran by a radical ring closure of an unsaturated telluride.