Litcius/Paper detail

Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones

Vijyesh K. Vyas, Guy J. Clarkson, Martin Wills

2020Angewandte Chemie International Edition47 citationsDOIOpen Access PDF

Abstract

Abstract The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η 6 ‐arene ring. This preference provides a means for the prediction of the sense of asymmetric reduction. The sulfone group also facilitates the formation of a range of reduction substrates, and its ready removal provides a route to enantiomerically enriched alcohols that would otherwise be extremely difficult to prepare by direct ATH of the corresponding ketones.

Topics & Concepts

Group (periodic table)Transfer hydrogenationSulfoneTransfer (computing)ChemistryStereochemistryOrganic chemistryCatalysisComputer scienceParallel computingRutheniumAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisInnovative Microfluidic and Catalytic Techniques Innovation