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

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.

One-pot synthesis of optically pure β-hydroxy sulfones via a heterogeneous ruthenium/diamine-promoted nucleophilic substitution-asymmetric transfer hydrogenation tandem process

2017 ◽  
Vol 7 (19) ◽  
pp. 4444-4450 ◽  
Author(s):  
Jinyu Wang ◽  
Liang Wu ◽  
Xiaoying Hu ◽  
Rui Liu ◽  
Ronghua Jin ◽  
...  
Keyword(s):  
Mesoporous Silica ◽  
Nucleophilic Substitution ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
One Pot ◽  
One Pot Synthesis ◽  
Functionalized Mesoporous Silica ◽  
Tandem Process ◽  
The One ◽  
Optically Pure

Chiral ruthenium/diamine-functionalized mesoporous silica is synthesized and its application in the one-pot synthesis of chiral β-hydroxy sulfones is investigated.

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 The enantioselective synthesis of (S)-(+)-mianserin and (S)-(+)-epinastine

2015 ◽  
Vol 11 ◽  
pp. 1509-1513 ◽  
Author(s):  
Piotr Roszkowski ◽  
Jan K Maurin ◽  
Zbigniew Czarnocki
Keyword(s):  
Asymmetric Reduction ◽  
Enantioselective Synthesis ◽  
Pure Form ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Synthetic Pathway ◽  
Synthetic Procedure ◽  
Optically Pure

A simple enantioselective synthetic procedure for the preparation of mianserin and epinastine in optically pure form is described. The key step in the synthetic pathway is the asymmetric reduction of the cyclic imine using asymmetric transfer hydrogenation conditions.

scholarly journals Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 671
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Acid Catalysts ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Chiral Complexes ◽  
Acetophenone Derivatives ◽  
Aryl Ketones

A series of chiral complexes of the form Ir(NHC)2(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)2(l-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.

Enantioselectivity in the Noyori–Ikariya Asymmetric Transfer Hydrogenation of Ketones

2021 ◽  
Author(s):  
Pavel A. Dub ◽  
Nikolay V. Tkachenko ◽  
Vijyesh K. Vyas ◽  
Martin Wills ◽  
Justin S. Smith ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation

Dendritic catalysts for asymmetric transfer hydrogenation based (1S,2R)-norephedrine derived ligands

2003 ◽  
Vol 14 (16) ◽  
pp. 2481-2485 ◽  
Author(s):  
Pei Nian Liu ◽  
Ying Chun Chen ◽  
Xue Qiang Li ◽  
Yong Qiang Tu ◽  
Jin Gen Deng
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation
Sign in / Sign up

Export Citation Format

Share Document