Catalytic asymmetric hydrogenation of aldehydes
- 5 April 2007
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 17,p. 1739-1741
- https://doi.org/10.1039/b703977h
Abstract
Racemic α-arylaldehydes provide the corresponding primary alcoholsvia dynamic kinetic resolution in excellent enantioselectivities and yields upon hydrogenation using a Noyori ruthenium catalyst; for example, the biologically active (S)-enantiomer of the non-steroidal anti-inflammatory drug ibuprofen could be synthesized via catalytic enantioselective hydrogenation of aldehyde1f followed by oxidation with potassium permanganate in 76% isolated yield and 96 : 4 er.Keywords
This publication has 17 references indexed in Scilit:
- On Water and in Air: Fast and Highly Chemoselective Transfer Hydrogenation of Aldehydes with Iridium CatalystsAngewandte Chemie International Edition in English, 2006
- Catalytic Asymmetric Reductive Amination of Aldehydes via Dynamic Kinetic ResolutionJournal of the American Chemical Society, 2006
- Mechanistic aspects of transition metal-catalyzed hydrogen transfer reactionsChemical Society Reviews, 2006
- Asymmetric transfer hydrogenation: chiral ligands and applicationsChemical Society Reviews, 2005
- Hydrogen Transfer Reduction of Aldehydes with Alkali-Metal Carbonates and Iridium NHC ComplexesOrganometallics, 2004
- Selective Hydrogenation for Fine Chemicals: Recent Trends and New DevelopmentsAdvanced Synthesis & Catalysis, 2003
- Asymmetric Catalysis: Science and Opportunities (Nobel Lecture) Copyright© The Nobel Foundation 2002. We thank the Nobel Foundation, Stockholm, for permission to print this lecture.Angewandte Chemie International Edition in English, 2002
- Asymmetric Catalysis by Architectural and Functional Molecular Engineering: Practical Chemo- and Stereoselective Hydrogenation of KetonesAngewandte Chemie International Edition in English, 2001
- Asymmetric Transfer Hydrogenation of BenzaldehydesOrganic Letters, 2000
- Asymmetric Electroreduction of Ketone and Aldehyde Derivatives to the Corresponding Alcohols Using Alcohol Dehydrogenase as an ElectrocatalystThe Journal of Organic Chemistry, 1997