ja3027136_si_002.pdf (7.1 MB)
Dynamic Kinetic Resolution of α-Keto Esters via Asymmetric Transfer Hydrogenation
journal contribution
posted on 2016-02-21, 13:11 authored by Kimberly
M. Steward, Emily C. Gentry, Jeffrey S. JohnsonThe 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.