AI Article Synopsis

  • The dynamic kinetic resolution technique allows for the selective creation of diverse β-substituted-α-hydroxy carboxylic acids from α-keto esters through asymmetric transfer hydrogenation.
  • A specialized m-terphenylsulfonamide has been developed for (arene)RuCl(monosulfonamide) complexes, which enhances the effectiveness of α-keto ester reductions.
  • This method achieves high levels of chemo-, diastereo-, and enantiocontrol, particularly for β-aryl- and β-chloro-α-keto esters.

Article Abstract

The dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation has been developed as a technique for the highly stereoselective construction of structurally diverse β-substituted-α-hydroxy carboxylic acid derivatives. Through the development of a privileged m-terphenylsulfonamide for (arene)RuCl(monosulfonamide) complexes with a high affinity for selective α-keto ester reduction, excellent levels of chemo-, diastereo-, and enantiocontrol can be realized in the reduction of β-aryl- and β-chloro-α-keto esters.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3533366PMC
http://dx.doi.org/10.1021/ja3102709DOI Listing

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