83402-89-5

Upstream product

• 83402-87-3 2-oxo-4-phenylbutyric acid methyl ester 
• 67-63-0 isopropyl alcohol 
• 1289116-30-8 C₁₇H₂₂O₄ 
• 1289115-91-8 C₁₇H₂₀O₃ 
• 1289116-44-4 C₉H₁₄O₃ 
• 122-78-1 phenylacetaldehyde 
• 100-52-7 benzaldehyde 
• 1254212-33-3 isopropyl 2-(methoxy(methyl)amino)-2-oxoacetate 
• 103-63-9 1-phenyl-2-bromoethane 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 

Relevant academic research and scientific papers

Catalytic Enantioselective [3 + 2] Cycloaddition of α-Keto Ester Enolates and Nitrile Oxides

An enantioselective [3 + 2] cycloaddition reaction between nitrile oxides and transiently generated enolates of α-keto esters has been developed. The catalyst system was found to be compatible with in situ nitrile oxide-generation conditions. A versatile array of nitrile oxides and α-keto esters could participate in the cycloaddition, providing novel 5-hydroxy-2-isoxazolines in high chemical yield with high levels of diastereo- and enantioselectivity. Notably, the optimal reaction conditions circumvented concurrent reactions via O-imidoylation and hetero-[3 + 2] pathways.

Gosteli-claisen rearrangement of propargyl vinyl ethers: Cascading rearrangements molecular

The ambivalent reactivity of 2-alkoxycarbonyl-substituted propargyl vinyl ethers has been explored. Depending on the conditions, the catalyzed and uncatalyzed Gosteli-Claisen rearrangement triggers downstream transformations that cascade from initially formed γ-allenyl α-keto esters to highly substituted furanes and cyclopentenes. In support of a mechanistic hypothesis, the results of a DFT study using the B1B95 and B3LYP functionals are revealed.

The catalytic enantioselective claisen rearrangement of an allyl vinyl ether

Almost 90 years after it was first described by Ludwig Claisen, a catalyzed enantioselective Claisen rearrangement has been implemented for the first time. Chiral copper(II) bis(oxazolines) catalyzed the Claisen rearrangement of 2-alkoxycarbonyl-substitut

Stereochemical Control in Microbial Reduction. 30. Reduction of Alkyl 2-Oxo-4-phenylbutyrate as Precursors of Angiotensin Converting Enzyme (ACE) Inhibitors

Alkyl 2-oxo-4-phenylbutyrates are reduced to the corresponding alkyl (R)-2-hydroxy-4-phenylbutyrates, versatile chiral building blocks in organic synthesis, in high chemical yield (80-90%) with excellent stereoselectivity (>90%ee). The reaction has been run in aqueous diethyl ether at 30 °C for 24 h under the catalysis of bakers' yeast (Saccharomyces cerevisiae) which was preincubated for 6 h in the presence of phenacyl chloride. The amount of water in the medium should be controlled strictly not to exceed 0.8 mL (g yeast)-1.