Article
Chemistry, Physical
Santosh K. Pagire, Naoya Kumagai, Masakatsu Shibasaki
Summary: The catalytic asymmetric cyclopropanation of alpha,beta-unsaturated amides with stabilized sulfur ylides has been successfully achieved with high yields and selectivities, providing a new synthetic route for cyclopropanes.
Article
Chemistry, Multidisciplinary
Xuefeng Tan, Shuang Gao, Chunyan Yang, Qiwei Lang, Xiaobing Ding, Gen-Qiang Chen, Xumu Zhang
Summary: A series of novel atropisomeric diphosphine ligands termed TanPhos with a smaller bite angle were synthesized and designed. TanPhos exhibited high reactivity and enantioselectivity in the rhodium-catalyzed asymmetric hydrogenation of α-dehydro amino ketones, achieving up to 99% yield and 99% ee for a wide range of chiral α-amino ketones.
SCIENCE CHINA-CHEMISTRY
(2023)
Article
Chemistry, Physical
Mohammad Faizan Bhat, Alejandro Prats Lujan, Mohammad Saifuddin, Gerrit J. Poelarends
Summary: In this study, we report a simple chemoenzymatic synthesis route for the preparation of chiral dihydrobenzoxazinones and dihydroquinoxalinones. These methods offer high selectivity and yield, and use readily available starting materials.
Article
Chemistry, Multidisciplinary
Sangji Kim, Aram Kim, Chanhee Lee, Junsoo Moon, Eun Jeong Hong, Duck-Hyung Lee, Yongseok Kwon
Summary: This study reports a palladium-catalyzed asymmetric allylic alkylation method that achieves desymmetrization and atroposelectivity. The palladium complex with a chiral phosphoramidite ligand enables the enantioselective transformation of nucleophilic 2-arylresorcinols. Computational studies provide insight into the transition states involving intra- or intermolecular hydrogen bonding, with the energetically favorable transition state matching the observed enantioselectivity. The desymmetrization of symmetric biaryls offers an efficient and underexplored approach to the synthesis of axially chiral molecules.
COMMUNICATIONS CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Jacob S. Tracy, Christopher A. Kalnmals, F. Dean Toste
Summary: Professor Barry M. Trost has made significant contributions in the fields of synthetic method development and complex molecule total synthesis during his fifty-five year tenure. While some of his lesser-known reactions may not be as prominent as others, they are no less important and have been widely adopted by the synthetic community.
ISRAEL JOURNAL OF CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Guillaume Mata, Christopher A. Kalnmals
Summary: Prof. Barry M. Trost has shown an exceptional interest in complex molecule synthesis throughout his independent career, leading to the synthesis of over 260 natural products, pharmaceuticals, and complex biomolecules over the past 55 years. Remarkably, more than half of this output was achieved in the last twenty years, showcasing Trost's inventiveness and ingenuity. This review provides a brief summary of all total syntheses from the Trost laboratories since 2000, highlighting sixteen particularly notable campaigns in the field.
ISRAEL JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Zeng-Hua Wu, An-Qi Cheng, Meng Yuan, Ya-Xuan Zhao, Huai-Lan Yang, Li-Hua Wei, Huai-Yu Wang, Tao Wang, Zunting Zhang, Wei-Liang Duan
Summary: Utilizing the pyridinyl moiety as the coordinating group in cobalt-catalysed asymmetric nucleophilic addition/alkylation of secondary phosphine oxides can lead to the efficient synthesis of tertiary phosphine oxides with high yields and high enantiomeric excess, along with broad functional-group tolerance. Mechanistic studies reveal that (R)-secondary phosphine oxides preferentially interact with the cobalt catalysts to produce P-stereogenic compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Yongda Zhang, Eugene Chong, Jada A. H. White, Suttipol Radomkit, Yibo Xu, Stephanie C. Kosnik, Jon C. Lorenz
Summary: An improved chemical process for the synthesis of (S,S)-DACH-Ph Trost ligand has been developed. The process is simple and high-yielding, and purification can be achieved without the need for column chromatography.
Article
Chemistry, Multidisciplinary
Xiong Sun, Congqing Zhu
Summary: Pincer complexes, with antimony as a central donor atom, have been explored in recent years. While phenylenediamine derived PXP ligands show diverse reactivity, analogues based on antimony are less commonly reported. The new PSbP complex reported in this study will expand the family of phenylenediamine derived pincer complexes.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Applied
Izabela Weglarz, Karol Michalak, Jacek Mlynarski
Summary: The study reported the first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex, achieving pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines with excellent enantioselectivities. The synthetic utility of the presented methodology was demonstrated in an efficient synthesis of pharmaceutical drug precursors to Aticaprant and Larotrectinib.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Medicinal
Luca Scapinello, Guglielmo Vesco, Luca Nardo, Angelo Maspero, Federico Vavassori, Simona Galli, Andrea Penoni
Summary: The newly synthesized zinc complex exhibits a zincoxane molecular structure with high affinity for hard nucleophiles, especially in interactions with DNA. The complex also shows stability in coordination with DMSO and holds potential for the development of optimized drug substances for anticancer applications.
Article
Biochemistry & Molecular Biology
Luel M. O. Costa, Iago S. Reis, Christiane Fernandes, Marcelo M. Marques, Jackson A. L. C. Resende, Elizabeth H. Krenske, Gerhard Schenk, Lawrence R. Gahan, Adolfo Horn Jr
Summary: We synthesized a new asymmetric heptadentate ligand based on the 1,3-diaminopropan-2-ol back-bone. The ligand contains two amide and two pyridine groups attached to the core. Reaction with Zn(ClO4)2.6H2O resulted in the formation of a dinuclear complex. The complex showed pH-dependent phosphatase activity with the highest activity at pH 9.
JOURNAL OF INORGANIC BIOCHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Joseph M. Mwansa, Matthew J. Stirling, Gemma Sweeney, Jiri Hanusek, Jiri Vana, Michael Page
Summary: A novel dimeric iodo-iridium(iii) complex with an amide moiety within the tetramethylcyclopentadiene ring has been synthesized and characterized. The presence of restricted rotation in the 2-substituted isomer leads to the existence of two distinguishable conformers. The relative acidities of Cp*CONMe2 and Cp* have been compared, and the study also focuses on the decrease in enantiomeric excess during the reduction reaction.
DALTON TRANSACTIONS
(2022)
Article
Crystallography
Berislav Peric, Natalija Pantalon Juraj, Zoran Stefanic, Srecko I. Kirin
Summary: The isomerism of zinc complex [Zn(L)(2)](2+) with tridentate ligand L was studied using DFT calculations, liquid state NMR, and single-crystal X-ray diffraction. The most stable isomer of [Zn(L)(2)](2+) complex was found to be mer-C-2 symmetric, consistent with the X-ray structure. The cancellation of magnetic equivalence in some nuclei upon coordination to Zn2+ cation was explained by averaging of NMR parameters in the calculation procedure.
Article
Chemistry, Organic
Xiaoxiao Xie, Sanliang Li, Qiaoyu Chen, Hao Guo, Junfeng Yang, Junliang Zhang
Summary: This article presents a novel method for the synthesis of chiral phosphorus ligands, and demonstrates their potential applications in catalytic asymmetric reactions.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Biochemistry & Molecular Biology
Simen Antonsen, Marius Aursnes, Harrison Gallantree-Smith, Christian Dye, Yngve Stenstrom
Article
Biochemistry & Molecular Biology
Simen G. Antonsen, Harrison Gallantree-Smith, Carl Henrik Gorbitz, Trond Vidar Hansen, Yngve H. Stenstrom, Jens M. J. Nolsoe
Article
Chemistry, Organic
Jeanne Sonderskov, Jorn E. Tungen, Francesco Palmas, Jesmond Dalli, Charles N. Serhan, Yngve Stenstrom, Trond Vidar Hansen
TETRAHEDRON LETTERS
(2020)
Article
Biochemistry & Molecular Biology
Runa Berg Ostby, Terje Didriksen, Simen Gjelseth Antonsen, Steinar Sollien Nicolaisen, Yngve Stenstrom
Article
Chemistry, Physical
Simen Gjelseth Antonsen, Arne Joakim C. Bunkan, Tomas Mikoviny, Claus J. Nielsen, Yngve Stenstrom, Armin Wisthaler, Erika Zardin
JOURNAL OF PHYSICAL CHEMISTRY A
(2020)
Article
Biochemistry & Molecular Biology
Gard Gjessing, Lars-Inge Gammelsaeter Johnsen, Simen Gjelseth Antonsen, Jens M. J. Nolsoe, Yngve Stenstrom, Trond Vidar Hansen
Summary: Monohydroxylated polyunsaturated fatty acids are natural compounds found in marine, terrestrial, and human sources. They have attracted significant interest due to their biological activities and role in biosynthetic pathways. This paper presents the preparation of 3-(R)-hydroxyeicosapentaenoic acid and its enantiomer through acetate type aldol reactions.
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
