The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: synthesis of alpha-N-benzylamino acids.
High-throughput screening considering a library of 96 chiral P-ligands involved in two types of Rh(I) complexes was used for the identification of homogeneous catalysts for the highly enantioselective reductive amination of alpha-keto acids with benzylamine. After optimization of the reaction conditions and scale-up with a cationic Rh-Deguphos catalyst, a range of chiral alpha-amino acids could be produced by this new reaction in good yield and by up to 98% ee.
Kadyrov
Renat
R
Degussa AG, Project House Catalysis, Industriepark Höchst, G 830, D-65926 Frankfurt/Main, Germany. renat.kadyrov@degussa.com
Riermeier
Thomas H
TH
Dingerdissen
Uwe
U
Tararov
Vitali
V
Börner
Armin
A
D000586:Amination; D000596:Amino Acids / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007202:Indicators and Reagents; D008024:Ligands; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000596:Amino Acids; D007202:Indicators and Reagents; D008024:Ligands