Literature DB >> 22353170

The dynamic kinetic resolution of azlactones with thiol nucleophiles catalyzed by arylated, deoxygenated cinchona alkaloids.

Zaida Rodríguez-Docampo1, Cormac Quigley, Sean Tallon, Stephen J Connon.   

Abstract

A significant improvement of the available organocatalytic methods (in terms of product substrate scope and product enantiomeric excess) for the generation of enantioenriched α-amino acid thioesters via the dynamic kinetic resolution of azlactones is reported. C-9 arylated cinchona alkaloid catalysts have been found to be considerably superior to other bifunctional alkaloid catalysts as the promoters of this asymmetric process.

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Year:  2012        PMID: 22353170     DOI: 10.1021/jo202662d

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  4-Sulfamoylphenylalkylamides as Inhibitors of Carbonic Anhydrases Expressed in Vibrio cholerae.

Authors:  Francesca Mancuso; Laura De Luca; Federica Bucolo; Milan Vrabel; Andrea Angeli; Clemente Capasso; Claudiu T Supuran; Rosaria Gitto
Journal:  ChemMedChem       Date:  2021-10-18       Impact factor: 3.540

2.  Theoretical Study on the Epimerization of Azlactone Rings: Keto-Enol Tautomerism or Base-Mediated Racemization?

Authors:  Pedro P de Castro; Gabriel M F Batista; Hélio F Dos Santos; Giovanni W Amarante
Journal:  ACS Omega       Date:  2018-03-26

3.  Brønsted Acid-Catalyzed Epimerization-Free Preparation of Dual-Protected Amino Acid Derivatives.

Authors:  Pedro P de Castro; Isabela M R Rimulo; Angelina M de Almeida; Renata Diniz; Giovanni W Amarante
Journal:  ACS Omega       Date:  2017-06-27
  3 in total

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