252557-61-2

Upstream product

• 51513-25-8 (E)-1-ethoxycarbonyl-1-buten-3-yne 
• 93-89-0 benzoic acid ethyl ester 
• 140-88-5 ethyl acrylate 
• 64-17-5 ethanol 
• 24398-88-7 ethyl 3-bromobenzoate 

Downstream Products

• 247596-27-6 (2S,3R)-3-(3-Ethoxycarbonyl-phenyl)-5-oxo-pyrrolidine-2-carboxylic acid 
• 247596-32-3 (2R,3S)-3-(3-Ethoxycarbonyl-phenyl)-5-oxo-pyrrolidine-2-carboxylic acid 
• 247596-33-4 (2R,3S)-3-(3-Ethoxycarbonyl-phenyl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester 
• 247596-28-7 (2S,3R)-3-(3-Ethoxycarbonyl-phenyl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester 
• 247596-29-8 (2S,3R)-3-(3-Ethoxycarbonyl-phenyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 247596-34-5 (2R,3S)-3-(3-Ethoxycarbonyl-phenyl)-pyrrolidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Palladium-catalyzed benzannulation of conjugated enynes. Enhanced reactivity of alkoxycarbonyl- and cyanoenynes

We report the high reactivity of alkoxycarbonyl- and cyanoenynes in the homo-benzannulation of conjugated enynes. The introduction of these electron-withdrawing groups enabled us to carry out the benzannulation of 1-substituted enynes as well as 1,2- and

Dual Ligand-Enabled Nondirected C?H Olefination of Arenes

The application of the Pd-catalyzed oxidative C?H olefination of arenes, also known as the Fujiwara–Moritani reaction, has traditionally been limited by the requirement for directing groups on the substrate or the need to use the arene in large excess, ty

Experimental and Computational Development of a Conformationally Flexible Template for the meta-C-H Functionalization of Benzoic Acids

A conformationally flexible template for the meta-C-H olefination of benzoic acids was designed through both experimental and computational efforts. The newly designed template favors a silver-palladium heterodimer low barrier transition state, and demonstrates that it is feasible to lengthen templates so as to achieve meta-selectivity when the distance between the functional handle of the native substrate and target C-H bond decreases. Analysis of the ortho-, meta-, and para-C-H cleavage transition states determined that the new template conformation optimizes the interaction between the nitrile and palladium-silver dimer in the meta-transition state, enabling palladium to cleave meta-C-H bonds with moderate-to-good yields and generally high regioselectivity. Regioselectivity is governed exclusively by the template, and kinetic experiments reveal that there is a 4-fold increase in rate in the presence of monoprotected amino acid ligands. Using a Boltzmann distribution of all accessible C-H activation transition states, it is possible to computationally predict meta-selectivity in a number of investigated templates with reasonable accuracy. Structural and distortion energies reported may be used for the further development of templates for meta-C-H activation of hitherto unexplored arene substrates.

Pyridine ligands as promoters in PdII/0-catalyzed C-H olefination reactions

Commercially available pyridine ligands can significantly enhance the rate, yield, substrate scope, and site selectivity of arene C-H olefination (Fujiwara-Moritani) reactions. The use of a 1:1 ratio of Pd/pyridine proved critical to maximize reaction rates and yields.

Enhanced reactivity of electron-deficient enynes in the palladium-catalyzed homo-benzannulation of conjugated enynes

We report the high reactivity of electron-deficient enynes in the homo-benzannulation of conjugated enynes in the presence of Pd(PPh3)4. The introduction of electron-withdrawing groups enabled us to carry out the benzannulation of 1-substituted enynes as well as 1,2- and 2,4-disubstituted enynes. Polysubstituted benzenes were prepared in a highly regioselective manner in good to excellent yields.

Asymmetric synthesis of some substituted-3-phenyl prolines

The asymmetric synthesis of carboxyphenyl prolines was performed according to Schollkopf methodology, to prepare possible antagonists of the metabotropic glutamate receptor mGluR1.