Article
Chemistry, Organic
Barry M. Trost, Benjamin R. Taft, Jacob S. Tracy, Craig E. Stivala
Summary: The synthesis of the pentacylic core of (+)-cit-rinadin A was described using palladium-catalyzed trimethylenemethane chemistry. The key spirooxindole motif was formed in a catalytic, asymmetric fashion, with subsequent addition of the piperidine ring and final ring formation through an intramolecular displacement reaction.
Article
Chemistry, Organic
Georgia R. Harris, Aaron D. Trowbridge, Matthew J. Gaunt
Summary: We report the stereocontrolled addition of alpha-amino radicals to alkenes through visible-light-mediated photo-redox-catalysis, generating enantioenriched alpha-trialkyl-alpha- tertiary amines. This process utilizes a commercially available phenylglycinol derivative as a source of nitrogen and chiral information. DFT studies confirm the role of an intramolecular H-bond in rigidifying the transition state of the enantiodetermining step.
Article
Multidisciplinary Sciences
Sangbin Park, Gyumin Kang, Chansu Kim, Dongwook Kim, Sunkyu Han
Summary: Securinega alkaloids have been a subject of interest in synthetic chemistry for a long time. This study presents a synthetic solution to accessing high-oxidation state securinega alkaloids by completing the total synthesis of various C4-oxygenated securinine-type alkaloids. The discoveries in this study offer a fundamental synthetic solution to all known securinine-type natural products and could be useful for systematic biological studies.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
F. Wieland Goetzke, Alexander M. L. Hell, Lucy van Dijk, Stephen P. Fletcher
Summary: The study describes an asymmetric cross-coupling reaction between cyclobutenes and arylboronic acids initiated by Rh-catalyzed asymmetric carbometallation. This method allows for the synthesis of highly stereoselective cyclobutane derivatives and demonstrates wide applicability in drug synthesis.
Article
Chemistry, Multidisciplinary
Meruyert Binayeva, Xinghua Ma, Pejman Ghaemimohammadi, Mark R. Biscoe
Summary: We have developed a general process for the formation of enantioenriched benzylic stereocenters via stereospecific Pd-catalyzed cross-coupling reactions. This process demonstrates excellent stereospecificity and can be applied to a wide range of electrophilic coupling partners. Additionally, we have successfully demonstrated the first Sn-selective cross-coupling reaction using a vicinal alkylborylstannane nucleophile, highlighting the importance of cyclohexyl spectator ligands in achieving selective transfer of the benzylic unit.
Article
Astronomy & Astrophysics
Jeff Riley, Ilya Mandel, Pablo Marchant, Ellen Butler, Kaila Nathaniel, Coenraad Neijssel, Spencer Shortt, Alejandro Vigna-Gomez
Summary: Research indicates that using chemically homogeneous evolution as a formation channel for massive merging binary black holes may lead to a significant number of gravitational wave detections. Additionally, the evolution of traditional isolated binary stars also has an impact on gravitational wave detection.
MONTHLY NOTICES OF THE ROYAL ASTRONOMICAL SOCIETY
(2021)
Article
Chemistry, Applied
Andrew J. Neel, Zhuqing Liu, Tamas Benkovics, Lu Wang, Stephan M. Rummelt, Heather C. Johnson, Kevin M. Belyk, Feng Xu, Cheol K. Chung, David J. Lamberto, Ryan D. Cohen, Stephanus Axnanda, Zachary E. X. Dance
Summary: This study describes a novel synthetic approach to prepare 3 ' FG, involving aminocatalytic electrophilic fluorination and subsequent substrate-directed reduction. The key features of this method include the use of commercially available L-leucine amide as the fluorination catalyst, development of a highly stereoselective (>95:5) intramolecular hydride delivery, and the use of dispersive Raman spectroscopy to guide form control during crystallization.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2023)
Article
Chemistry, Organic
Floriane Heis, Estelle Gallienne, Olivier R. Martin
Summary: This study reports an innovative and concise synthesis method for the aminocyclopentenediol fragment of queuosine, which has the potential for larger scale synthesis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ziqing Zuo, Raphael S. Kim, Donald A. Watson
Summary: An asymmetric homocoupling reaction produces highly enantioenriched axially chiral bisphosphine compounds, allowing for the practical development of previously uninvestigated chiral bisphosphine ligands. The conditions are also effective for asymmetric dimerization of non-phosphorus-containing aryl halides.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Multidisciplinary Sciences
Ye-Chuang Han, Meng-Li Liu, Li Sun, Shuxing Li, Gen Li, Wei-Shen Song, Yan-Jie Wang, Zi-Ang Nan, Song-Yuan Ding, Hong-Gang Liao, Yonggang Yao, Galen D. Stucky, Feng Ru Fan, Zhong-Qun Tian
Summary: In this study, a low-pressure carbothermal reduction (CR) strategy was proposed and demonstrated for the synthesis of high-surface area silicon carbide (SiC) at a lower temperature. The feasibility of this method for the synthesis of other refractory carbides and high-entropy carbides was also shown.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2022)
Article
Chemistry, Multidisciplinary
K. C. Nicolaou, Saiyong Pan, Yogesh Shelke, Dipendu Das, Qiuji Ye, Yong Lu, Susanta Sau, Ruiyang Bao, Stephan Rigol
Summary: A new strategy for the total synthesis of Halichondrin B was described in this study, presenting a novel approach that allows for improved syntheses of complex compounds. The method involves the reversal of sequential construction and the coupling of defined fragments to achieve a convergent pathway.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Yang Li, Cai-Lin Zhang, Wei-Heng Huang, Ning Sun, Meng Hao, Helfried Neumann, Matthias Beller
Summary: The study presents a novel approach for the synthesis of diverse fluorinated beta-lactams in high yields, utilizing an advanced palladium catalyst system with the Ruphos ligand. This method provides a new strategy for the synthesis of antibiotic drugs in medicinal chemistry.
Article
Chemistry, Analytical
Yu Jin, Tingting Wang, Qianjin Li, Fenying Wang, Jianlin Li
Summary: A microfluidic synthesis approach was developed to rapidly and continuously produce glycoprotein imprinted nanospheres with high specificity. The optimized conditions enabled the synthesis of nanospheres in a short period of time, showing high selectivity for specific glycoproteins. The kinetic and equilibrium binding behaviors, reusability, and potential applications of the nanospheres were investigated.
Article
Chemistry, Organic
James B. Shaum, Andrei Nikolaev, Helena C. Steffens, Luis Gonzalez, Shamon Walker, Andrey V. Samoshin, Gabrielle Hammersley, Ellia H. La, Javier Read de Alaniz
Summary: This study reports a single electron-based synthesis method for creating pyrroloindoline scaffolds with a C3-N linkage. The approach achieves high yielding aminations regardless of the sterics or electronics of the product. The method utilizes copper wire and isopropanol to promote the reaction and demonstrates broad synthetic utility for accessing various biologically active natural products.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Pharmacology & Pharmacy
Zoltan Kupihar, Gyorgyi Ferenc, Vencel L. Petrovicz, Viktoria R. Fay, Lajos Kovacs, Tamas A. Martinek, Zsofia Hegedus
Summary: Oligonucleotide conjugates are versatile scaffolds that can be used in various applications, such as DNA-based screening platforms and therapeutics. Different chemical approaches are available for functionalizing oligonucleotides, usually at the 5' or 3' end. Modifying oligonucleotides in the middle of the sequence allows for ligation and the creation of DNA strands with multiple ligands. In this study, a complete workflow was established for the synthesis and application of thiol-modified thymidine nucleoside phosphoramidite to prepare ligatable oligonucleotide conjugates. The conjugations were performed in solution and on solid phase, resulting in multivalent oligonucleotides decorated with tissue-targeting peptides through templated ligation.