Article
Chemistry, Multidisciplinary
Aasim Saeed, Xiao-Yu Zhang, Zi-Qing Huang, Xin-Yang Zhao, Lei Xu, Yue Zhao, Wei-Yin Sun, Jing Zhao
Summary: In this study, two novel metal-organic frameworks (MOFs) were synthesized and their structures were analyzed. These complexes exhibited high catalytic activity and satisfactory reusability under mild conditions. These findings are significant for the application and catalytic field of MOFs.
Article
Chemistry, Multidisciplinary
Mary Katherine Andrews, Xinyu Liu, Samuel H. Gellman
Summary: Using a tunable molecular scaffold, this study demonstrates the importance of aligning reactive diads for bifunctional catalysis. It is found that an aligned pair of primary amine groups is uniquely competent for catalyzing crossed aldol condensations with an aryl aldehyde as the electrophile. The findings highlight the critical role of the foldamer scaffold in catalytic efficacy.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Martin Berger, Dengke Ma, Yann Baumgartner, Thomas Hin-Fung Wong, Paolo Melchiorre
Summary: This article describes a method to achieve the selective cyanation of enals by using a combination of a chiral organocatalyst and a visible-light activated photoredox catalyst. This method involves the single-electron reduction of enals, resulting in a formal inversion of polarity, followed by the reaction of the resulting nucleophilic chiral radical with an electrophilic cyanide source, leading to perfect conjugate cyanation and good stereocontrol.
Article
Chemistry, Inorganic & Nuclear
Thota Peddarao, Ashim Baishya, Nabin Sarkar, Rudresh Acharya, Sharanappa Nembenna
Summary: A range of conjugated bis-guanidines (CBGs) and their lithium complexes were synthesized and characterized. Different coordination numbers of lithium complexes were obtained under different reaction conditions, and characterized by single-crystal X-ray structural analysis and multinuclear magnetic resonance spectroscopy. The catalytic application of lithium salts of CBGs for the addition of B-H and TMSCN to carbonyls was investigated.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Daiya Kase, Ryosuke Haraguchi
Summary: This study presents a fluoride-mediated nucleophilic aromatic amination of chloro-1H-1,2,3-triazolium salts with aliphatic amines, yielding amino-1,2,3-triazolium salts with various functional groups that have the potential for further transformations. Additionally, the transformation of an amino-1,2,3-triazolium salt into an N-heterocyclic imine (NHI) was found to exhibit excellent catalytic activity for the cyanosilylation of acetophenone with trimethylsilyl cyanide.
Article
Chemistry, Inorganic & Nuclear
Mikhail A. Emelyanov, Nadezhda Stoletova, Alexander F. Smol'yakov, Mikhail M. Il'in, Victor Maleev, Vladimir A. Larionov
Summary: The study presents the synthesis of two diastereomeric cationic octahedral Co(III) complexes based on commercially available (R,R)-1,2-diphenylethylenediamine and salicylaldehyde. These complexes exhibited high selectivity and catalytic activity in challenging kinetic resolution reactions.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xin Nie, Clayton W. Ritter, Marcel Hemming, Sergei I. Ivlev, Xiulan Xie, Shuming Chen, Eric Meggers
Summary: Attaching a nitrene precursor to an intramolecular nucleophile enables a catalytic asymmetric intramolecular oxyamination of alkenes, producing chiral compounds with high yields and excellent enantioselectivities. This method provides access to versatile chiral building blocks and introduces a new strategy for nitrene-mediated asymmetric intramolecular olefin difunctionalization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Shu-Xin Zhang, Cong Xu, Niannian Yi, Shan Li, Yan-Mei He, Yu Feng, Qing-Hua Fan
Summary: This study successfully achieved the highly efficient ruthenium-catalyzed enantioselective hydrogenation of 9-phenanthrols by trapping the unstable keto tautomers under mild conditions. The method provides a facile access to chiral 9,10-dihydrophenanthren-9-ols with high yield and enantiomeric excess.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Daniel J. Tindall, Steffen Mader, Alois Kindler, Frank Rominger, A. Stephen K. Hashmi, Thomas Schaub
Summary: Sugar alcohols are important for the food industry and can be produced in large quantities with increased yield and stereoselectivity through a homogeneous system.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Andrej Emanuel Cotman
Summary: Noyori-Ikariya-type ruthenium(II)-catalysts have been used for 25 years in asymmetric transfer hydrogenation for the synthesis of chiral secondary alcohols. Recent progress has been made in understanding the asymmetric reduction of complex ketones, controlling up to four stereocenters in a single transformation. Intriguing multi-chiral molecular architectures can be prepared via ATH for drug discovery.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Biochemistry & Molecular Biology
Ricardo Molina Betancourt, Phannarath Phansavath, Virginie Ratovelomanana-Vidal
Summary: A practical method for the asymmetric transfer hydrogenation/dynamic kinetic resolution of N-Boc 3-fluoro-dihydrotetrahydroquinolin-4-ones into the corresponding cis-fluoro alcohols is reported. The reaction achieved high yields, up to 99:1 diastereomeric ratio (dr), and up to >99% enantiomeric excess (ee) by using a ruthenium complex and a formic acid/triethylamine mixture under mild conditions.
Review
Biochemistry & Molecular Biology
Silvia Vera, Aitor Landa, Antonia Mielgo, Inaki Ganboa, Mikel Oiarbide, Vadim Soloshonok
Summary: Aldehydes are widely used in organic synthesis, and the enantioselective alpha-functionalization of aldehydes has attracted great interest. Alpha-branched aldehydes are particularly challenging substrates due to reactivity and selectivity issues. However, in the past 15 years, several catalytic approaches have been discovered that exhibit good yields and selectivities in the alpha-functionalization of alpha-branched aldehydes.
Article
Chemistry, Physical
Francisco Gaspar, Guilherme S. Caleffi, Paulo C. T. Costa-Junior, Paulo R. R. Costa
Summary: The Noyori-Ikariya Ru-II complexes were utilized to promote the reduction of C=C/C=O bonds in isoflavones, leading to selective formation of cis-3-phenylchroman-4-ols with different substituents at the 2' position of the B-ring in high yields and excellent enantioselectivities. New synthetic strategies for obtaining enantioenriched isoflavanones and pterocarpans were also demonstrated in this study, showcasing the versatility of the developed method.
Article
Chemistry, Multidisciplinary
Zijun Zhou, Yuqi Tan, Xiang Shen, Sergei Ivlev, Eric Meggers
Summary: The study introduces a method for the synthesis of chiral beta-amino alcohols by utilizing intramolecular C(sp(3))-H amination to prepare chiral oxazolidin-2-one precursors, which can be subsequently hydrolyzed to obtain the target product. The method is practical and the catalyst can be recycled for further use.
SCIENCE CHINA-CHEMISTRY
(2021)
Article
Chemistry, Organic
Peng-Wei Xu, Xiao-Yuan Cui, Chen Chen, Feng Zhou, Jin-Sheng Yu, Yu-Fei Ao, Jian Zhou
Summary: This study describes an unprecedented catalytic enantioselective cyanation of ketonitrones using a bifunctional cyanating reagent, Me-2(CH2Cl)SiCN, leading to the synthesis of optically active N-hydroxyl-alpha-amino nitriles. The use of this reagent not only achieves high enantioselectivity but also allows for diversification reactions of the resulting silylated adducts. Additionally, this work highlights the potential of tetrasubstituted C.N bonds for asymmetric synthesis of N-hydroxy alpha-amino acids and other N-hydroxy tertiary amines.