AI Article Synopsis

  • The research introduces a new (arene)RuCl(monosulfonamide) catalyst for the dynamic kinetic resolution of β-aryl α-keto esters.
  • This process produces three stereocenters with high selectivity via a reduction/lactonization mechanism.
  • The resulting γ-butyrolactones are enantioenriched and versatile for further synthetic modifications.

Article Abstract

The dynamic kinetic resolution of β-aryl α-keto esters has been accomplished using a newly designed (arene)RuCl(monosulfonamide) transfer hydrogenation catalyst. This dynamic process generates three contiguous stereocenters with remarkable diastereoselectivity through a reduction/lactonization sequence. The resulting enantioenriched, densely functionalized γ-butyrolactones are of high synthetic utility, as highlighted by several secondary derivatizations.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3342478PMC
http://dx.doi.org/10.1021/ja3027136DOI Listing

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