This article is cited in 6 scientific papers (total in 6 papers)
Asymmetric Synthesis of (2S,3R)- and (2S,3S)-2-Aminomethyl-3-hydroxy-3-phenylpropanoic Acids via a Chiral NiII Complex of a Schiff Base Prepared from β-Alanine and (S)-2-[-N-(N‘-benzyl)prolylamino]benzophenone
Abstract:
A chiral NiII complex of a Schiff base derived from β-alanine and (S)-2-N(N‘-benzylprolyl)aminobenzophenone (BBP) undergoes an NaH-promoted reaction with benzaldehyde to produce a mixture of two diastereoisomeric complexes which, after chromatographic separation on SiO2 and decomposition with acid, give optically pure (2S,3R)- and (2S,3S)-2-aminomethyl-3-hydroxy-3-phenylpropanoic acids.
Document Type:
Article
Language: English
Citation:
Yu. N. Belokon, S. M. Motsishkite, V. I. Maleev, S. A. Orlova, N. S. Ikonnikov, E. B. Shamuratov, A. S. Batsanov, Yu. T. Struchkov, “Asymmetric Synthesis of (2S,3R)- and (2S,3S)-2-Aminomethyl-3-hydroxy-3-phenylpropanoic Acids via a Chiral NiII Complex of a Schiff Base Prepared from β-Alanine and (S)-2-[-N-(N‘-benzyl)prolylamino]benzophenone”, Mendeleev Commun., 2:3 (1992), 89–91
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https://www.mathnet.ru/eng/mendc5418
https://www.mathnet.ru/eng/mendc/v2/i3/p89
This publication is cited in the following 6 articles:
Vellaichamy Muniyandi, Natarajan Raman, “Screening the DNA interaction ability and antimicrobial activity of a few novel bioactive complexes tethering N-((2-aminophenyl)(phenyl)methylene)-4-nitroaniline”, Materials Science and Engineering: C, 68 (2016), 258
Shengbin Zhou, Jiang Wang, Xia Chen, José Luis Aceña, Vadim A. Soloshonok, Hong Liu, “Chemical Kinetic Resolution of Unprotected β‐Substituted β‐Amino Acids Using Recyclable Chiral Ligands”, Angew Chem Int Ed, 53:30 (2014), 7883
Shengbin Zhou, Jiang Wang, Xia Chen, José Luis Aceña, Vadim A. Soloshonok, Hong Liu, “Chemical Kinetic Resolution of Unprotected β‐Substituted β‐Amino Acids Using Recyclable Chiral Ligands”, Angewandte Chemie, 126:30 (2014), 8017
Daizong Lin, Li Lv, Jiang Wang, Xiao Ding, Hualiang Jiang, Hong Liu, “Preparation of α-Alkyl-β-Amino Acids via β-Alanine Ni(II) Complex”, J. Org. Chem., 76:16 (2011), 6649
Isabella Rimoldi, Edoardo Cesarotti, Daniele Zerla, Francesco Molinari, Domenico Albanese, Carlo Castellano, Raffaella Gandolfi, “3-(Hydroxy(phenyl)methyl)azetidin-2-ones obtained via catalytic asymmetric hydrogenation or by biotransformation”, Tetrahedron: Asymmetry, 22:5 (2011), 597
YU. N. BELOKON', S. M. MOTSISHKITE, V. I. MALEEV, S. A. ORLOVA, N. S. IKONNIKOV, E. B. SHAMURATOV, A. S. BATSANOV, YU. T. STRUCHKOV, “ChemInform Abstract: Asymmetric Synthesis of (2S,3R)‐ and (2S,3S)‐2‐Aminomethyl‐3‐hydroxy‐3‐ phenylpropanoic Acids via a Chiral Ni(II) Complex of a Schiff Base Prepared from β‐Alanine and (S)‐2‐(N‐(N′‐Benzyl)prolylamino) benzophenone.”, ChemInform, 24:15 (1993)
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