A New Class of “Tethered” Ruthenium(II) Catalyst for Asymmetric Transfer Hydrogenation Reactions
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- 6 January 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (4) , 986-987
- https://doi.org/10.1021/ja0392768
Abstract
Ruthenium dimer 4 is converted directly to monomeric asymmetric transfer hydrogenation catalyst 2 under the conditions employed for ketone reduction. Using 0.25 mol % of either 4 or 0.5 mol % of 2 in formic acid/triethylamine, it is possible to achieve ketone reduction in quantitative conversion and with ee's as high as 98%. Complex 2 is a robust “single-reagent” catalyst which offers significant scope for modification toward specific substrates. The synthesis and applications of an analogous complex derived from (1R,2S)-norephedrine are also described.Keywords
This publication has 25 references indexed in Scilit:
- CH/π Attraction: The Origin of Enantioselectivity in Transfer Hydrogenation of Aromatic Carbonyl Compounds Catalyzed by Chiralη6-Arene-Ruthenium(II) ComplexesAngewandte Chemie International Edition in English, 2001
- Remote Dipole Effects as a Means to Accelerate [Ru(amino alcohol)]-Catalyzed Transfer Hydrogenation of KetonesChemistry – A European Journal, 2001
- Asymmetric transfer hydrogenation of CO and CN bondsTetrahedron: Asymmetry, 1999
- New Chiral Rhodium and Iridium Complexes with Chiral Diamine Ligands for Asymmetric Transfer Hydrogenation of Aromatic KetonesThe Journal of Organic Chemistry, 1999
- The Catalyst Precursor, Catalyst, and Intermediate in the RuII‐Promoted Asymmetric Hydrogen Transfer between Alcohols and KetonesAngewandte Chemie International Edition in English, 1997
- Asymmetric Transfer Hydrogenation Catalyzed by Chiral Ruthenium ComplexesAccounts of Chemical Research, 1997
- Amino alcohol effects on the ruthenium(II)-catalysed asymmetric transfer hydrogenation of ketones in propan-2-olChemical Communications, 1996
- Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using a Formic Acid−Triethylamine MixtureJournal of the American Chemical Society, 1996
- Asymmetric Transfer Hydrogenation of Aromatic Ketones Catalyzed by Chiral Ruthenium(II) ComplexesJournal of the American Chemical Society, 1995
- Asymmetric hydrogen transfer reactions promoted by homogeneous transition metal catalystsChemical Reviews, 1992