Selective N-Benzylation of Amino Acids under Homogeneously Catalyzed Hydrogenation Conditions
TLDR
The chemoselective N-benzylation of the α-amino acids L-proline, L-serine and L-threonine is described using a reductive amination procedure with benzaldehyde catalyzed by homogeneous Rh-complexes affording N- Benzyl protected amino acids.Abstract:
The chemoselective N-benzylation of the α-amino acids L-proline, L-serine and L-threonine is described using a reductive amination procedure with benzaldehyde catalyzed by homogeneous Rh-complexes affording N-benzyl protected amino acids.read more
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Journal ArticleDOI
Transition-Metal-Catalyzed Reductive Amination Employing Hydrogen.
Torsten Irrgang,Rhett Kempe +1 more
TL;DR: This review summarizes the work published on reductive amination employing hydrogen as the reducing agent and concludes that hydrogen is the most attractive reducing agent, especially if large-scale product formation is an issue, since hydrogen is inexpensive and abundantly available.
Journal ArticleDOI
Chiral nickel(II) complexes in the preparation of 11C- and 18F-labelled enantiomerically pure α-amino acids.
TL;DR: PET applications of Ni(II) complexes of Schiff base of BPB and α-amino acids from 1989 to date are covered, including modified complexes with much stronger stereodiscriminative power including stereospecific ones.
Journal ArticleDOI
Improved synthesis of the Ni(II) complex of the Schiff base of (S)-2-[N-(N′-benzylprolyl)amino]benzophenone and glycine
Milan Nádvorník,Alexander Popkov +1 more
TL;DR: The environmental impact of a known synthesis of the Ni complex of the Schiff base of (S)-2-[N-(N′-benzylprolyl)amino]benzophenone and glycine was decreased by optimisation of the ratio the starting materials; a new starting material, Ni(NO3)2·6NH3, was evaluated as a nickel source as mentioned in this paper.
Journal ArticleDOI
Asymmetric Synthesis of (S)-2-Amino-3-(1-naphthyl)propanoic Acid via Chiral Nickel Complex. Crystal Structure, Circular Dichroism, 1H and 13C NMR Spectra of the Complex
Alexander Popkov,Ivana Císařová,Jana Sopková,Josef Jirman,Antonín Lyčka,Konstantin A. Kochetkov +5 more
TL;DR: In this article, an environmentally friendly preparation of a glycine synthon 2 from regeneratable chiral auxiliary BPB ((S )- N -(2-benzoylphenyl)- N' -benzylprolinamide) was used for preparative asymmetric synthesis of the non-coded amino acid 3-(1-naphthyl)alanine.
Journal ArticleDOI
Syntheses, X-ray, MSn, NMR and CD structure determination of nickel(II) complexes of Schiff bases of (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide and aromatic α-amino acids
Milan Nádvorník,Vratislav Langer,Robert Jirásko,Michal Holčapek,Tomáš Weidlich,Antonín Lyčka,Alexander Popkov +6 more
TL;DR: In this paper, a preparative procedure for the synthesis of an important chiral synthon of side-chain protected tyrosine was developed and optimised for the minimisation of nickel salts waste.
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