Cargando…

Asymmetric Synthesis of 4,4‐(Difluoro)glutamic Acid via Chiral Ni(II)‐Complexes of Dehydroalanine Schiff Bases. Effect of the Chiral Ligands Structure on the Stereochemical Outcome

Four differently substituted chiral Ni(II)‐complexes of dehydroalanine Schiff base were prepared and reacted with BrCF(2)COOEt/Cu under the standard reaction conditions. The observed diastereoselectivity was found to depend on the degree and pattern of chlorine substitution for hydrogen in the struc...

Descripción completa

Detalles Bibliográficos
Autores principales:	Tokairin, Yoshinori, Shigeno, Yuhei, Han, Jianlin, Röschenthaler, Gerd‐Volker, Konno, Hiroyuki, Moriwaki, Hiroki, Soloshonok, Vadim A.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2020
Materias:	Full Papers
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6988766/ https://www.ncbi.nlm.nih.gov/pubmed/32015956 http://dx.doi.org/10.1002/open.201900343

Ejemplares similares

Asymmetric Synthesis of Tailor-Made Amino Acids Using Chiral Ni(II) Complexes of Schiff Bases. An Update of the Recent Literature
por: Zou, Yupiao, et al.
Publicado: (2020)

Towards Enantiomerically Pure Unnatural α-Amino Acids via Photoredox Catalytic 1,4-Additions to a Chiral Dehydroalanine
por: Oroz, Paula, et al.
Publicado: (2022)

Point-to-Axial Chirality Transmission: A Highly Sensitive Triaryl Chirality Probe for Stereochemical Assignments of Amines
por: Mądry, Tomasz, et al.
Publicado: (2020)

Enantioseparation, Stereochemical Assignment and Chiral Recognition Mechanism of Sulfoxide-Containing Drugs
por: Xiong, Fei, et al.
Publicado: (2018)

Acetylene Derivatives of Cationic Diazaoxatriangulenes and Diaza [4]Helicenes ‐ Access to Red Emitters and Planar Chiral Stereochemical Traits
por: Ondrisek, Pavol, et al.
Publicado: (2022)

Chiral Chalcogen Bond Donors Based on the 4,4′-Bipyridine Scaffold
por: Weiss, Robin, et al.
Publicado: (2019)

Synthesis and Stereochemical Characterization of a Novel Chiral α-Tetrazole Binaphthylazepine Organocatalyst
por: Summa, Assunta, et al.
Publicado: (2022)

Synthesis and Characterization of Chiral Nitrobenzaldehyde - Schiff Base Ligands
por: Gao, Wen Tao, et al.
Publicado: (2003)

Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base
por: Moriwaki, Ryoji, et al.
Publicado: (2015)

Preparative Method for Asymmetric Synthesis of (S)-2-Amino-4,4,4-trifluorobutanoic Acid
por: Han, Jianlin, et al.
Publicado: (2019)

4,4′-Dicyano- versus 4,4′-Difluoro-BODIPYs in Chemoselective Postfunctionalization Reactions: Synthetic Advantages and Applications
por: Ventura, Juan, et al.
Publicado: (2023)

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
por: Moriwaki, Hiroki, et al.
Publicado: (2014)

Assignment of the CD Cotton Effect to the Chiral Center in Pseurotins, and the Stereochemical Revision of Pseurotin A(2)
por: Yamada, Takeshi, et al.
Publicado: (2016)

Synthesis and Oxidative Transformations of New Chiral Pinane-Type γ-Ketothiols: Stereochemical Features of Reactions
por: Lezina, Olga M., et al.
Publicado: (2021)

Recommended Tests for the Self-Disproportionation of Enantiomers (SDE) to Ensure Accurate Reporting of the Stereochemical Outcome of Enantioselective Reactions
por: Han, Jianlin, et al.
Publicado: (2021)

3,3′-Difluoro-4,4′-(p-phenylenedioxy)dibenzonitrile
por: Zhang, Jixu, et al.
Publicado: (2009)

Chiral Phosphoric Acid Catalyzed Conversion of Epoxides into Thiiranes: Mechanism, Stereochemical Model, and New Catalyst Design
por: Duan, Meng, et al.
Publicado: (2022)

4,4′-Difluoro-2,2′-[imidazolidine-1,3-diylbis(methylene)]diphenol
por: Rivera, Augusto, et al.
Publicado: (2012)

Synthesis and evaluation of antitumor activities of novel chiral 1,2,4-triazole Schiff bases bearing γ-butenolide moiety
por: Li, Xiang, et al.
Publicado: (2012)

Evaluation of a chiral cubane-based Schiff base ligand in asymmetric catalysis reactions
por: Biegasiewicz, Kyle F, et al.
Publicado: (2012)

A chiral three-dimensional network in poly[μ-4,4′-bipyridine-di-μ-formato-cadmium(II)]
por: Zhao, Li, et al.
Publicado: (2009)

Development of Hamari Ligands for Practical Asymmetric Synthesis of Tailor-Made Amino Acids
por: Han, Jianlin, et al.
Publicado: (2019)

F(10)BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes
por: Kikuchi, Jun, et al.
Publicado: (2018)

Design and synthesis of quasi-diastereomeric molecules with unchanging central, regenerating axial and switchable helical chirality via cleavage and formation of Ni(II)–O and Ni(II)–N coordination bonds
por: Soloshonok, Vadim A, et al.
Publicado: (2012)

N,N′-[4,4′-Methylenebis(4,1-phenylene)]bis(2,6-difluorobenzamide)
por: Al-Dajani, Mohammad T. M., et al.
Publicado: (2011)

Methyl 4,4′′-difluoro-5′-methoxy-1,1′:3′,1′′-terphenyl-4′-carboxylate
por: Fun, Hoong-Kun, et al.
Publicado: (2011)

1-(4,4′′-Difluoro-5′-methoxy-1,1′:3′,1′′-terphenyl-4′-yl)ethanone
por: Fun, Hoong-Kun, et al.
Publicado: (2011)

Ethyl 4,4′′-difluoro-5′-methoxy-1,1′:3′,1′′-terphenyl-4′-carboxylate
por: Fun, Hoong-Kun, et al.
Publicado: (2011)

A Call for a Change in Policy Regarding the Necessity for SDE Tests to Validate the Veracity of the Outcome of Enantioselective Syntheses, the Inherent Chiral State of Natural Products, and Other Cases Involving Enantioenriched Samples
por: Han, Jianlin, et al.
Publicado: (2021)

Environmental Dependence of Artifact CD Peaks of Chiral Schiff Base 3d-4f Complexes in Soft Mater PMMA Matrix
por: Okamoto, Yu, et al.
Publicado: (2011)

A chiral photochromic Schiff base: (R)-4-methoxy-2-[(1-phenylethyl)iminomethyl]phenol
por: Miura, Yukie, et al.
Publicado: (2009)

Chemical generation and modification of peptides containing multiple dehydroalanines
por: Morrison, Philip M., et al.
Publicado: (2015)

4,4-Difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
por: Xu, Hai-Jun
Publicado: (2008)

Synthesis and In Vitro Biocompatibility Studies of Novel Alkoxy 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes
por: Santos, Margarida G., et al.
Publicado: (2023)

Chiral fermion reversal in chiral crystals
por: Li, Hang, et al.
Publicado: (2019)

The Three Dimensional Dual of 4D Chirality
por: Porrati, M, et al.
Publicado: (2009)

Synthesis of Chiral 1,4,2-Oxazaphosphepines
por: Salgado-Escobar, Oscar, et al.
Publicado: (2015)

Menthyl esterification allows chiral resolution for the synthesis of artificial glutamate analogs
por: Morokuma, Kenji, et al.
Publicado: (2021)

A Highly Selective and Sensitive Sequential Recognition Probe Zn(2+) and H(2)PO(4)(−) Based on Chiral Thiourea Schiff Base
por: Yang, Shan, et al.
Publicado: (2023)

Inherently chiral calix[4]arenes via oxazoline directed ortholithiation: synthesis and probe of chiral space
por: Herbert, Simon A, et al.
Publicado: (2014)

Cannot write session to /tmp/vufind_sessions/sess_ne49vlur9gftpq436ilqvcr5ep