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

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). © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Authors
Mkrtchyan A.F.1, 2 , Hayriyan L.A.2 , Karapetyan A.J.1, 2 , Tovmasyan A.S.1, 2 , Tsaturyan A.H.1, 2 , Khrustalev V.N. 3, 4 , Maleev V.I. 5 , Saghyan A.S.1, 2
Publisher
Royal Society of Chemistry
Number of issue
28
Language
English
Pages
11927-11932
Status
Published
Volume
44
Year
2020
Organizations
  • 1 Institute of Pharmacy, Yerevan State University, Yerevan, 0025, Armenia
  • 2 Scientific and Production Center Armbiotechnology of NAS RA, Yerevan, 0056, Armenia
  • 3 Peoples' Friendship University of Russia, RUDN University, Moscow, 117198, Russian Federation
  • 4 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russian Federation
  • 5 A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 119991, Russian Federation
Keywords
Amino acids; Chemical reactions; Chlorine compounds; Alpha-amino acids; Chiral auxiliaries; Cross coupling reactions; Different structure; Ni complexes; Schiff-base; Nickel compounds
Date of creation
02.11.2020
Date of change
02.11.2020
Short link
https://repository.rudn.ru/en/records/article/record/64520/
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