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: jsj
unc.edu
K. M. Steward, E. C. Gentry, J. S. Johnson, J. Am. Chem. Soc., 2012, 134, 7329-7332.
DOI: 10.1021/ja3027136
Abstract
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.
see article for more examples
Key Words
Stetter Reaction, γ-butyrolactones
ID: J48-Y2012-1400
