Dynamic Kinetic Resolution of α-keto Esters Via Asymmetric Transfer Hydrogenation

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2012 Apr 19

PMID 22509806

Citations 24

Authors

Kimberly M Steward

Emily C Gentry

Jeffrey S Johnson

Affiliations

Soon will be listed here.

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.

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