Aqueous biphasic iron-catalyzed asymmetric transfer hydrogenation of aromatic ketones

Abstract

For the first time, an iron(ii) catalyst is used in the biphasic asymmetric transfer hydrogenation (ATH) of ketones to enantioenriched alcohols employing water and potassium formate as the proton and hydride source, respectively.

Catalytic (de)hydrogenation promoted by non-precious metals – Co, Fe and Mn: recent advances in an emerging field

“…Although TH-Fe-3a showed moderate activity, it could reach TOFs up to 199 h À1 at 65 1C which is comparable with the values achievable with their noble metal-based counterparts under similar conditions. 101 3.2.2. Cobalt.…”

Ultrafast Iron‐Catalyzed Reduction of Functionalized Ketones: Highly Enantioselective Synthesis of Halohydrines, Oxaheterocycles, and Aminoalcohols

“…[9][10][11] This development has been the focus of many recent studies in which the potential of 3d metals in enantioselective catalysis for the reduction of carbon-carbon and carbonheteroatom multiple bonds has been reported. [13][14][15][16][17][18][19] In 2006, Lipshutz and co-workers first introduced acopper hydride catalyst with abiaryl diphosphine spectator ligand for the stereoselective reduction of ah alo-substituted ketone, [16] while Wu and co-workers subsequently explored the reduction of abroader range of w-haloketones by arelated copper catalyst and obtained excellent yields and selectivities. [13][14][15][16][17][18][19] In 2006, Lipshutz and co-workers first introduced acopper hydride catalyst with abiaryl diphosphine spectator ligand for the stereoselective reduction of ah alo-substituted ketone, [16] while Wu and co-workers subsequently explored the reduction of abroader range of w-haloketones by arelated copper catalyst and obtained excellent yields and selectivities.…”

“…[13][14][15][16][17][18][19] In 2006, Lipshutz and co-workers first introduced acopper hydride catalyst with abiaryl diphosphine spectator ligand for the stereoselective reduction of ah alo-substituted ketone, [16] while Wu and co-workers subsequently explored the reduction of abroader range of w-haloketones by arelated copper catalyst and obtained excellent yields and selectivities. [18,19] However,t he general applicability of such catalytic methods to substrates bearing reactive functional groups,s uch as whaloketones or even aminoketones,has not been published to date. [18,19] However,t he general applicability of such catalytic methods to substrates bearing reactive functional groups,s uch as whaloketones or even aminoketones,has not been published to date.…”

“…[12] Them ajority of these studies is limited to simple diaryl, aryl alkyl, and dialkyl ketones as the substrates,w ith more complex structures being explored only in selected cases. [13][14][15][16][17][18][19] In 2006, Lipshutz and co-workers first introduced acopper hydride catalyst with abiaryl diphosphine spectator ligand for the stereoselective reduction of ah alo-substituted ketone, [16] while Wu and co-workers subsequently explored the reduction of abroader range of w-haloketones by arelated copper catalyst and obtained excellent yields and selectivities. [17] More recently,the groups of Morris and Lu reported several cases employing iron and cobalt catalysts,r espectively.…”

“…[17] More recently,the groups of Morris and Lu reported several cases employing iron and cobalt catalysts,r espectively. [18,19] However,t he general applicability of such catalytic methods to substrates bearing reactive functional groups,s uch as whaloketones or even aminoketones,has not been published to date.…”