Dynamic Kinetic Resolution of α-Keto Esters via Asymmetric Transfer Hydrogenation
Kimberly M. Steward, Emily C. Gentry and Jeffrey S. Johnson*
*Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina, 2799-3290, United States, Email: jsjunc.edu
K. M. Steward, E. C. Gentry, J. S. Johnson, J. Am. Chem. Soc., 2012, 134, 7329-7332.
DOI: 10.1021/ja3027136 (free Supporting Information)
The dynamic kinetic resolution of β-aryl α-keto esters using a newly designed (arene)RuCl(monosulfonamide) transfer hydrogenation catalyst generates three contiguous stereocenters with remarkable diastereoselectivity through a reduction/lactonization sequence. The resulting enantioenriched, densely functionalized γ-butyrolactones are of high synthetic utility.
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