Amino Acid Derived Chiral Aminobenzimidazole Manganese Catalysts for Asymmetric Transfer Hydrogenation of Ketones

ACS Catalysis ◽  
2021 ◽  
pp. 8033-8041
Author(s):  
Lixian Wang ◽  
Jin Lin ◽  
Qiangsheng Sun ◽  
Chungu Xia ◽  
Wei Sun
Keyword(s):  
Amino Acid ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Manganese Catalysts

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.

Third-Generation Amino Acid Furanoside-Based Ligands from d -Mannose for the Asymmetric Transfer Hydrogenation of Ketones: Catalysts with an Exceptionally Wide Substrate Scope

2016 ◽  
Vol 358 (24) ◽  
pp. 4006-4018 ◽  
Author(s):  
Jèssica Margalef ◽  
Tove Slagbrand ◽  
Fredrik Tinnis ◽  
Hans Adolfsson ◽  
Montserrat Diéguez ◽  
...  
Keyword(s):  
Amino Acid ◽  
Transfer Hydrogenation ◽  
Third Generation ◽  
Asymmetric Transfer Hydrogenation

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.

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