scholarly journals Room-Temperature Asymmetric Transfer Hydrogenation of Biomass-Derived Levulinic Acid to Optically Pure γ-Valerolactone Using a Ruthenium Catalyst

ACS Omega ◽  
2019 ◽  
Vol 4 (21) ◽  
pp. 19491-19498 ◽  
Author(s):  
Vaishali S. Shende ◽  
Amol B. Raut ◽  
Prathamesh Raghav ◽  
Ashutosh A. Kelkar ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Levulinic Acid ◽  
Room Temperature ◽  
Ruthenium Catalyst ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Optically Pure

scholarly journals Manganese Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using Chiral Oxamide Ligands

Synlett ◽  
2019 ◽  
Vol 30 (04) ◽  
pp. 503-507 ◽  
Author(s):  
Jacob Schneekönig ◽  
Kathrin Junge ◽  
Matthias Beller
Keyword(s):  
Isopropyl Alcohol ◽  
Ruthenium Catalyst ◽  
Hydrogen Donor ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Active Systems ◽  
Manganese Catalysts

The asymmetric transfer hydrogenation of ketones using isopropyl alcohol (IPA) as hydrogen donor in the presence of novel manganese catalysts is explored. The selective and active systems are easily generated in situ from [MnBr(CO)5] and inexpensive C 2-symmeric bisoxalamide ligands. Under the optimized reaction conditions, the Mn-derived catalyst gave higher enantioselectivity compared with the related ruthenium catalyst.

α-Amino-Oximes Based on Optically Pure Limonene: A New Ligands Family for Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation

Chirality ◽  
2012 ◽  
Vol 24 (8) ◽  
pp. 675-682 ◽  
Author(s):  
Mohammed Samir Ibn El Alami ◽  
Mohamed Amin El Amrani ◽  
Abdelaziz Dahdouh ◽  
Pascal Roussel ◽  
Isabelle Suisse ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Optically Pure

A pH-Responsive Soluble-Polymer-Based Homogeneous Ruthenium Catalyst for Highly Efficient Asymmetric Transfer Hydrogenation (ATH)

ChemPlusChem ◽  
2016 ◽  
Vol 81 (6) ◽  
pp. 541-549 ◽  
Author(s):  
Yinzheng Xie ◽  
Mengpan Wang ◽  
Xiaohui Wu ◽  
Chen Chen ◽  
Wenbo Ma ◽  
...  
Keyword(s):  
Ruthenium Catalyst ◽  
Transfer Hydrogenation ◽  
Ph Responsive ◽  
Asymmetric Transfer Hydrogenation ◽  
Soluble Polymer ◽  
Highly Efficient

scholarly journals Ruthenium complexes of P-stereogenic phosphines with a heterocyclic substituent

2016 ◽  
Vol 45 (20) ◽  
pp. 8513-8531 ◽  
Author(s):  
Pau Clavero ◽  
Arnald Grabulosa ◽  
Mercè Rocamora ◽  
Guillermo Muller ◽  
Mercè Font-Bardia
Keyword(s):  
Ruthenium Complexes ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Reactions ◽  
Heterocyclic Substituent ◽  
Optically Pure

Optically pure P-stereogenic monophosphorus ligands containing a heterocyclic substituent have been prepared. They have been coordinated to Ru-η6-arene moieties in which the ligands act as mono- or bidentate. The complexes catalyse asymmetric transfer hydrogenation reactions with up to 70% ee.

scholarly journals Synthesis of 2-Amino-apopinan-3-ol and Applications of Its Derivatives in Asymmetric Reduction of Ketones

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 63
Author(s):  
Anna Kmieciak ◽  
Marek P. Krzemiński
Keyword(s):  
Amino Alcohol ◽  
Asymmetric Reduction ◽  
Optically Active ◽  
Asymmetric Reactions ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Active Compounds ◽  
Reduction Methods ◽  
Optically Pure ◽  
Reduction Of Ketones

Monoterpenes are optically active compounds which occur in nature. This fact makes them interesting precursors for the synthesis of optically active ligands, which can be applied in various asymmetric reactions. In this work, we present the synthesis of optically pure 2-amino-apopinan-3-ol from (−)-α-pinene. The obtained amino alcohol was used as a precursor of oxazaborolidine, which was used as catalyst in the asymmetric reduction of aryl-alkyl ketones with borane. In the second part, we transformed 2-amino-apopinan-3-ol into PHOX ligand in a three-step reaction. The complex of ruthenium precursor with PHOX ligand was used as a catalyst in the asymmetric transfer hydrogenation of aryl-alkyl ketones. Alcohols with enantiomeric excesses of up to 97% were isolated using both reduction methods.

Enantioselective Synthesis of 1- and 4-Hydroxytetrahydrocarbazoles through Asymmetric Transfer Hydrogenation

Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 69-72 ◽  
Author(s):  
Erkan Ertürk ◽  
Ömer Dilek ◽  
Süleyman Patir
Keyword(s):  
High Activity ◽  
Ruthenium Catalyst ◽  
Enantioselective Synthesis ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
High Yields

Several 1- and 4-hydroxytetrahydrocarbazoles were prepared in high yields (up to 99%) and excellent enantiomeric excesses (up to >99% ee) from the corresponding 1- and 4-oxotetrahydrocarbazoles through asymmetric transfer hydrogenation by using the commercially available Noyori–Ikariya ruthenium catalyst. The immediate use of the freshly prepared catalyst and the use of a HCO2H–DABCO (11:6) mixture as the hydrogen source are crucial for achieving high activity and enantioselectivity. In this way, a tetrahydrocarbazole heterocycle fused to a lactone moiety was synthesized in 45% yield and 97% ee.

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