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Using the Ni-[(benzylprolyl)amino]benzophenone complex in the Glaser reaction for the synthesis of bis α-amino acids

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Abstract

New different-structure enantiomerically enriched tailor-made (S)-α-amino acids were obtained through the cross-coupling reactions of Glaser. As the initial complexes, the Schiff base Ni(II) complexes of the chiral auxiliary (S)-BPB (BPB (N-benzyl proline benzophenone) and amino acids were used. The target Ni(II) complexes were disassembled with aqueous HCl and the tailor-made amino acids were isolated with excellent enantioselectivities (>99% ee).

Graphical abstract: Using the Ni-[(benzylprolyl)amino]benzophenone complex in the Glaser reaction for the synthesis of bis α-amino acids

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Article information


Submitted
24 Apr 2020
Accepted
09 Jun 2020
First published
11 Jun 2020

New J. Chem., 2020, Advance Article
Article type
Letter

Using the Ni-[(benzylprolyl)amino]benzophenone complex in the Glaser reaction for the synthesis of bis α-amino acids

A. F. Mkrtchyan, L. A. Hayriyan, A. J. Karapetyan, A. S. Tovmasyan, A. H. Tsaturyan, V. N. Khrustalev, V. I. Maleev and A. S. Saghyan, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ02072A

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