Аннотация:
A chiral cobalt(III) complex of a Schiff base derived from (R)-tryptophan and salicylaldehyde catalysed asymmetric trimethyl-silylcyanation of benzaldehyde at ambient temperature and a 20:1 substrate/catalyst ratio with the formation of enantiomerically enriched mandelonitrile (ee up to 77%).
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
Yu. N. Belokon, A. G. Bulychev, V. I. Maleev, M. North, I. L. Malfanov, N. S. Ikonnikov, “Asymmetric synthesis of cyanohydrins catalysed by a potassium Δ-bis[N-salicylidene-(R)-tryptophanato]cobaltate complex”, Mendeleev Commun., 14:6 (2004), 249–250
Xiao-Bao Wu, Jun-Xiu Shi, Yi-Ming Ou, Hua-Jie Jiang, Yi-Jun Fang, Qi-Ming Wang, Quan Gao, Jie Yu, “Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy: a precise construction of structurally diverse azaspiro polycyclic scaffolds”, Sci. China Chem., 67:2 (2024), 576
Zu‐Kui Xie, Jun‐Jun Ding, Yi‐Ming Ou, Jun‐Xiu Shi, Meng‐Lan Shen, Chuan‐Zhi Yao, Hua‐Jie Jiang, Jie Yu, “De novo Synthesis of Chiral 3,4‐DihydroquinazolinesviaOne‐Pot Enantioselective Ugi‐Azide/Cyclization Sequences†”, Chin. J. Chem., 42:18 (2024), 2140
Wei Fang, Bing-Bing Sun, Shi-Cheng Qin, Li-Ping Fang, Xin-Ran Yu, Hua-Jie Jiang, Jie Yu, “Enantioselective Access to Chiral 2,5-Diketopiperazines via Stereogenic-at-Cobalt(III)-Catalyzed Ugi-4CRs/Cyclization Sequences”, J. Org. Chem., 88:22 (2023), 16024
Piet W.N.M. van Leeuwen, Zoraida Freixa, Israel Cano, Advances in Catalysis, 73, Enantioselective C-C Bond Forming Reactions: From Metal Complex-, Organo-, and Bio-catalyzed Perspectives, 2023, 1
Chuan-Zhi Yao, Zu-Kui Xie, Jie-Yue Wang, Jia-Yu Zhang, Zi-Yuan Zhao, Qiankun Li, Jie Yu, “Stereogenic-at-Cobalt(III) Complex Catalyzed Halocyclization of Alkynes: Enantioselective Access to Axially Chiralortho-Halo-C2-indoles”, J. Org. Chem., 88:9 (2023), 6146
Mohamed S. H. Salem, Shinobu Takizawa, “New anionic cobalt(III) complexes enable enantioselective synthesis of spiro-fused oxazoline and iodoacetal derivatives”, Front. Chem., 10 (2022)
Olga V. Khromova, Mikhail A. Emelyanov, Alexander F. Smol'yakov, Ivan V. Fedyanin, Victor I. Maleev, Vladimir A. Larionov, “Family of Well-Defined Chiral-at-Cobalt(III) Complexes as Metal-Templated Hydrogen-Bond-Donor Catalysts: Effect of Chirality at the Metal Center on the Stereochemical Outcome of the Reaction”, Inorg. Chem., 61:14 (2022), 5512
Mikhail A. Emelyanov, Nadezhda V. Stoletova, Alexander F. Smol'yakov, Mikhail M. Il'in, Victor I. Maleev, Vladimir A. Larionov, “Synthesis and a Catalytic Study of Diastereomeric Cationic Chiral-at-Cobalt Complexes Based on (R,R)-1,2-Diphenylethylenediamine”, Inorg. Chem., 60:18 (2021), 13960
Vladimir A. Larionov, Ben L. Feringa, Yuri N. Belokon, “Enantioselective “organocatalysis in disguise” by the ligand sphere of chiral metal-templated complexes”, Chem. Soc. Rev., 50:17 (2021), 9715
Tat'yana F. Savel'yeva, Olga V. Khromova, Vladimir A. Larionov, Alexander F. Smol'yakov, Ivan V. Fedyanin, Yuri N. Belokon, Victor I. Maleev, “Expanding the Family of Octahedral Chiral-at-Metal Cobalt(III) Catalysts by Introducing Tertiary Amine Moiety into the Ligand”, Catalysts, 11:2 (2021), 152
Xue Zhang, Kun Zhao, Na Li, Jie Yu, Liu‐Zhu Gong, Zhenhua Gu, “Atroposelective Ring Opening of Cyclic Diaryliodonium Salts with Bulky Anilines Controlled by a Chiral Cobalt(III) Anion”, Angew Chem Int Ed, 59:45 (2020), 19899
Xue Zhang, Kun Zhao, Na Li, Jie Yu, Liu‐Zhu Gong, Zhenhua Gu, “Atroposelective Ring Opening of Cyclic Diaryliodonium Salts with Bulky Anilines Controlled by a Chiral Cobalt(III) Anion”, Angewandte Chemie, 132:45 (2020), 20071
Thomas Cruchter, Vladimir A. Larionov, “Asymmetric catalysis with octahedral stereogenic-at-metal complexes featuring chiral ligands”, Coordination Chemistry Reviews, 376 (2018), 95
R. Ranjineh Khojasteh, S. Jalali Matin, “Synthesis and Structural Characterization of the Schiff Base Zn(II) Complex from Salicylaldehyde and Tris(2-aminoethyl)amine”, Crystallogr. Rep., 63:7 (2018), 1138
Thomas Cruchter, Michael G. Medvedev, Xiaodong Shen, Thomas Mietke, Klaus Harms, Michael Marsch, Eric Meggers, “Asymmetric Nucleophilic Catalysis with an Octahedral Chiral-at-Metal Iridium(III) Complex”, ACS Catal., 7:8 (2017), 5151
Lilu Zhang, Eric Meggers, “Stereogenic‐Only‐at‐Metal Asymmetric Catalysts”, Chemistry — An Asian Journal, 12:18 (2017), 2335
Eric Meggers, “Exploiting Octahedral Stereocenters: From Enzyme Inhibition to Asymmetric Photoredox Catalysis”, Angew Chem Int Ed, 56:21 (2017), 5668
Eric Meggers, “Ausnutzung oktaedrischer Stereozentren: von Enzymhemmung bis hin zu asymmetrischer Photoredoxkatalyse”, Angewandte Chemie, 129:21 (2017), 5760
Yuri A. Rulev, Vladimir A. Larionov, Anastasia V. Lokutova, Margarita A. Moskalenko, Ol'ga L. Lependina, Victor I. Maleev, Michael North, Yuri N. Belokon, “Chiral Cobalt(III) Complexes as Bifunctional Brønsted Acid–Lewis Base Catalysts for the Preparation of Cyclic Organic Carbonates”, ChemSusChem, 9:2 (2016), 216