Zhao, Feng published the artcileEnantioselective Synthesis of ¦Á-Aryl-¦Â2-Amino-Esters by Cooperative Isothiourea and Broensted Acid Catalysis, Application In Synthesis of 104-03-0, the publication is Angewandte Chemie, International Edition (2021), 60(21), 11892-11900, database is CAplus and MEDLINE.
The synthesis of ¦Á-aryl-¦Â2-amino esters such as (S)-Bn2NCH2CHPhCO2Me (Bn = PhCH2) through enantioselective aminomethylation of an arylacetic acid ester in high yields and enantioselectivity via cooperative isothiourea and Broensted acid catalysis is demonstrated. The scope and limitations of this process are explored (25 examples, up to 94% yield and 96:4 er), and the method was applied to the syntheses of (S)-venlafaxine hydrochloride and (S)-nakinadine B. Mechanistic studies are consistent with a C(1)-ammonium enolate pathway being followed rather than an alternative dynamic kinetic resolution process. Control studies indicate that (i) a linear effect between catalyst and product er is observed; (ii) an acyl ammonium ion can be used as a precatalyst; (iii) reversible isothiourea addition to an in situ generated iminium ion leads to an off-cycle intermediate that can be used as a productive precatalyst.
Angewandte Chemie, International Edition published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C6H12N2O, Application In Synthesis of 104-03-0.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia