title: Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.
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.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 2799-3290, USA.
authors.forename: Kimberly M
authors.initials: KM
authors.lastname: Steward
authors.forename: Emily C
authors.initials: EC
authors.lastname: Gentry
authors.forename: Jeffrey S
authors.initials: JS
authors.lastname: Johnson
mesh_terms: D015107:4-Butyrolactone / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D006865:Hydrogenation; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D007700:Kinetics; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007659:Ketones; D015107:4-Butyrolactone