Dual Pathway for the Asymmetric Transfer Hydrogenation of α-Ketoimides to Chiral α-Hydroxy Imides or Chiral α-Hydroxy Esters

ChemCatChem ◽  
2015 ◽  
Vol 8 (2) ◽  
pp. 412-416 ◽  
Author(s):  
Qiankun Zhao ◽  
Yuxi Zhao ◽  
Hang Liao ◽  
Tanyu Cheng ◽  
Guohua Liu
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Dual Pathway ◽  
Hydroxy Esters

Rhodium-mediated asymmetric transfer hydrogenation: a diastereo- and enantioselective synthesis of syn-α-amido β-hydroxy esters

2018 ◽  
Vol 54 (3) ◽  
pp. 283-286 ◽  
Author(s):  
Long-Sheng Zheng ◽  
Charlène Férard ◽  
Phannarath Phansavath ◽  
Virginie Ratovelomanana-Vidal
Keyword(s):  
Enantioselective Synthesis ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Keto Esters ◽  
Ru Complex ◽  
Efficient Access ◽  
Hydroxy Esters

The use of a Rh- instead of a Ru-complex in the asymmetric transfer hydrogenation of α-benzoylamino β-keto esters allowed a reversal of diastereoselectivity and an efficient access to a variety of syn α-amido β-hydroxy esters.

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
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