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Dynamic Kinetic Resolution of α-Keto Esters via Asymmetric Transfer Hydrogenation

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journal contribution
posted on 2016-02-21, 13:11 authored by Kimberly M. Steward, Emily C. Gentry, Jeffrey S. Johnson
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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