Synthesis and stereochemical assignments of diastereomeric Ni(II) complexes of glycine Schiff base with (R)-2-(N-{2-[N-alkyl-N-(1-phenylethyl)amino]acetyl}amino)benzophenone; a case of configurationally stable stereogenic nitrogen

Scholarly Works

• Wang, Y.; Song, X.; Wang, J.; Moriwaki, H.; Soloshonok, V. A.; Liu, H. Recent approaches for asymmetric synthesis of α-amino acids via homologation of Ni(II) complexes. Amino acids 2017, 49, 1487–1520. doi:10.1007/s00726-017-2458-6
• Bremerich, M.; Bolm, C.; Raabe, G.; Soloshonok, V. A. Design, Synthesis, and Evaluation of N-(tert-Butyl)-Alanine-Derived Chiral Ligands – Aspects of Reactivity and Diastereoselectivity in the Reactions with α-Amino Acids. European Journal of Organic Chemistry 2017, 2017, 3211–3221. doi:10.1002/ejoc.201700339
• Romoff, T. T.; Palmer, A. B.; Mansour, N.; Creighton, C. J.; Miwa, T.; Ejima, Y.; Moriwaki, H.; Soloshonok, V. A. Scale-up Synthesis of (R)- and (S)-N-(2-Benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide Hydrochloride, A Versatile Reagent for the Preparation of Tailor-Made α- and β-Amino Acids in an Enantiomerically Pure Form. Organic Process Research & Development 2017, 21, 732–739. doi:10.1021/acs.oprd.7b00055
• Li, J.; Zhou, S.; Wang, J.; Kawashima, A.; Moriwaki, H.; Soloshonok, V. A.; Liu, H. Asymmetric Synthesis of Aromatic and Heteroaromatic α‐Amino Acids Using a Recyclable Axially Chiral Ligand. European Journal of Organic Chemistry 2016, 2016, 999–1006. doi:10.1002/ejoc.201501442
• Tatum, N. J.; Yufit, D. S.; Cobb, S. L.; Coxon, C. R. Synthesis, Ni(II) Schiff base complexation and structural analysis of fluorinated analogs of the ligand (S)-2-[N-(N′-benzylprolyl)amino]benzophenone (BPB). Journal of Fluorine Chemistry 2015, 173, 77–83. doi:10.1016/j.jfluchem.2015.02.007
• Chamayou, A.-C.; Makhloufi, G.; Nafie, L. A.; Janiak, C.; Lüdeke, S. Solvation-Induced Helicity Inversion of Pseudotetrahedral Chiral Copper(II) Complexes. Inorganic chemistry 2015, 54, 2193–2203. doi:10.1021/ic502661u
• Takeda, R.; Kawamura, A.; Kawashima, A.; Sato, T.; Moriwaki, H.; Izawa, K.; Akaji, K.; Wang, S.; Liu, H.; Aceña, J. L.; Soloshonok, V. A. Chemical Dynamic Kinetic Resolution and S/R Interconversion of Unprotected α‐Amino Acids. Angewandte Chemie (International ed. in English) 2014, 53, 12214–12217. doi:10.1002/anie.201407944
• Takeda, R.; Kawamura, A.; Kawashima, A.; Sato, T.; Moriwaki, H.; Izawa, K.; Akaji, K.; Wang, S.; Liu, H.; Aceña, J. L.; Soloshonok, V. A. Chemical Dynamic Kinetic Resolution and S/R Interconversion of Unprotected α‐Amino Acids. Angewandte Chemie 2014, 126, 12410–12413. doi:10.1002/ange.201407944
• Takeda, R.; Kawamura, A.; Kawashima, A.; Moriwaki, H.; Sato, T.; Aceña, J. L.; Soloshonok, V. A. Design and synthesis of (S)- and (R)-α-(phenyl)ethylamine-derived NH-type ligands and their application for the chemical resolution of α-amino acids. Organic & biomolecular chemistry 2014, 12, 6239–6249. doi:10.1039/c4ob00669k
• Zhou, S.; Wang, J.; Chen, X.; Aceña, J. L.; Soloshonok, V. A.; Liu, H. Chemical Kinetic Resolution of Unprotected β‐Substituted β‐Amino Acids Using Recyclable Chiral Ligands. Angewandte Chemie 2014, 126, 8017–8020. doi:10.1002/ange.201403556
• Zhou, S.; Wang, J.; Chen, X.; Aceña, J. L.; Soloshonok, V. A.; Liu, H. Chemical kinetic resolution of unprotected β-substituted β-amino acids using recyclable chiral ligands. Angewandte Chemie (International ed. in English) 2014, 53, 7883–7886. doi:10.1002/anie.201403556
• Acena, J. L.; Sorochinsky, A. E.; Soloshonok, V. A. Asymmetric synthesis of α-amino acids via homologation of Ni(II) complexes of glycine Schiff bases. Part 3: Michael addition reactions and miscellaneous transformations. Amino acids 2014, 46, 2047–2073. doi:10.1007/s00726-014-1764-5

Explore citations to this article at