132949-19-0

Upstream product

• 64-17-5 ethanol 
• 13389-88-3 5-oxo-2-phenyl-tetrahydro-furan-3-carboxylic acid 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 64-19-7 acetic acid 
• 56579-54-5 Ethyl 2,2-dimethoxycyclopropane-1-carboxylate 
• 100-52-7 benzaldehyde 
• 97149-57-0 2,2-Diethoxy-cyclopropanecarboxylic acid ethyl ester 
• 10539-50-1 diethyl 2-benzoylsuccinate 
• 53684-30-3 ethyl cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 

Downstream Products

• 32980-29-3 β-ethoxycarbonyl-γ-phenylbutyric acid 
• 5653-88-3 trans-phenylitaconic acid 
• 1084874-78-1 ethyl (2R,3R)-(-)-trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-76-9 ethyl (2S,3S)-(+)-trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-73-6 ethyl (2R,3S)-(+)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-77-0 ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 53684-30-3 ethyl trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1027931-13-0 2-Chlorocarbonylmethyl-3-phenyl-propionic acid ethyl ester 

Relevant academic research and scientific papers

Chemoenzymatic and yeast-catalysed synthesis of diastereomeric ethyl γ-phenyl and γ-(n-pyridyl)paraconates

The synthesis of γ-phenyl and γ-(n-pyridyl)paraconates was accomplished by chemical reduction of their respective ketodiester precursors followed by cyclisation of the resulting hydroxy diester intermediates. The cis- and trans-lactones thus obtained were separated and separately subjected to enzymatic hydrolysis with HLAP. The cis-lactonic esters had enantiomeric excesses ranging from 94% to 99%, while for the trans-isomers the ee's ranged from 80% to 93%. The same ketodiester precursors were subjected to reduction with a series of yeasts. The absolute configuration of trans-(-)-2-pyridyl paraconic acid was assigned by means of X-ray analysis of its hydrobromide salt, while the absolute configurations of the other lactones were determined via analysis of their respective CD curves.

Diastereoselective Ring-Opening Aldol-Type Reaction of 2,2-Dialkoxycyclopropanecarboxylic Esters with Carbonyl Compounds. 1. Synthesis of Cis 3,4-Substituted γ-Lactones

The Lewis-acid promoted reactions of 2,2-dialkoxycyclopropanecarboxylic esters 4a-c with aldehydes and unsymmetrical ketones to give γ-lactones were investigated.TiBr4 is an excellent catalyst and gives cis 3,4-substituted γ-lactones in good yields with h

Novel Carboxymethylation of Styrene Derivatives by Mn(3+)-Mediated Electrooxidation

Anodic oxidation in a mixed solvent of acetic acid and acetic anhydride containing a variety of styrene derivatives, small amounts of Mn(OAc)2*4H2O and Cu(OAc)2*H2O brought about a facile carboxymethylation to give the corresponding γ-butyrolactones as the main products in good yields.

CARBON-CARBON BOND FORMATION USING MANGANESE(III) ACETATE AS AN ELECTROCHEMICAL MEDIATOR

Anodic oxidation in a solution containing a variety of olefins and a small amount of Mn(OAc)2*4H2O brought about Mn+3-mediated carbon-carbon bond formation, such as efficient carboxymethylation of styrene derivatives to the corresponding γ-aryl-γ-butyrolactones, and selective coupling of active methylene compounds with non-activated monoolefins, unconjugated dienes or 5-arylpent-1-enes.

Diastereoselective Synthesis of γ-Lactones by the Aldol-Type Reaction of Ethyl 2,2-Dialkoxycyclopropanecarboxylates with Aldehydes

Ethyl 2,2-dialkoxycyclopropanecarboxylates, considered as three carbon 1,3-dipole equivalents, reacted smoothly with aldehydes in the presence of titanium(IV) bromide to give γ-lactones in good yields with high diastereoselectivity.