{"title":"Strain and Chirality: Catalytic Asymmetric Synthesis of Planar Chiral [2.2]Paracyclophanes","authors":"Daniel Alonso, Enrique Gómez-Bengoa, Rosa López","doi":"10.1002/ceur.70382","DOIUrl":"https://doi.org/10.1002/ceur.70382","url":null,"abstract":"<p>Planar-chiral [2.2]paracyclophanes occupy a distinctive position in modern chemistry because their rigid cofacial aromatic architecture connects molecular shape, through-space electronic communication and chirality within a compact scaffold. These features have made them valuable in asymmetric catalysis, ligand and organocatalyst design, optoelectronic materials and chiroptical systems. However, the preparation of enantioenriched [2.2]paracyclophanes has historically relied on resolution-based approaches, limiting both efficiency and structural diversification. Catalytic asymmetric synthesis has recently opened new opportunities for the direct construction of planar chirality in [2.2]paracyclophane frameworks, particularly through desymmetrization of prochiral substrates. This Review summarizes recent progress in the catalytic asymmetric synthesis of planar-chiral [2.2]paracyclophanes, discusses the key structural and mechanistic features underlying enantioinduction, and outlines future directions for this rapidly evolving field. Particular attention is given to how substrate topology, catalyst design and reaction pathway govern stereocontrol, and to how the resulting enantioenriched scaffolds can serve as functional building blocks for catalysis, molecular design and chiral materials.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 11","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70382","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258772","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mika Maehara, Adrián Portela-González, Kristin Wulff, Julian Eßer, André K. Eckhardt
{"title":"Enhanced Resolution in EPR Spectroscopy: Solid para-Hydrogen Resolves Proton Hyperfine Splitting in the Diphenylphosphinyl Radical","authors":"Mika Maehara, Adrián Portela-González, Kristin Wulff, Julian Eßer, André K. Eckhardt","doi":"10.1002/ceur.70380","DOIUrl":"https://doi.org/10.1002/ceur.70380","url":null,"abstract":"<p>The diphenylphosphinyl radical <b>1</b> was generated from iododiphenylphosphine by visible-light photolysis and flash-vacuum pyrolysis under cryogenic matrix isolation conditions and characterized by IR, UV/Vis, and EPR spectroscopy. In solid <i>para</i>-hydrogen (<i>p</i>-H<sub>2</sub>), photolysis proceeds markedly more efficiently than in argon and affords substantially narrower EPR signals. Simulation of the low-field wing requires an effective Gaussian broadening of 0.83 G in <i>p</i>-H<sub>2</sub>, compared with 1.13 G in normal hydrogen and 4.95 G in argon. This enhanced resolution reveals a seven-line proton hyperfine envelope that remained unresolved in previous studies of <b>1</b> in frozen solutions. Spectral simulations and quantum-chemical calculations identify <b>1</b> as a <i>π</i>-type radical with pronounced spin localization at phosphorus and additional spin density delocalized over the phenyl rings. Compared with the more rigid dibenzophospholyl radical <b>4</b>, radical <b>1</b> is less stabilized, more conformationally flexible, and exhibits photochemical H-atom abstraction from molecular hydrogen. Ground-state and vertical excited-state calculations exclude a simple thermal or adiabatic photochemical pathway and instead suggest that nonadiabatic or secondary radical-pair processes contribute to the reaction. These results establish solid <i>p</i>-H<sub>2</sub> as a powerful medium for resolving otherwise inaccessible hyperfine structure in reactive phosphorus-centered radicals.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 11","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70380","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258773","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abhishek Kumar Gupta, Shantaram S. Kothavale, Aidan P. McKay, David B. Cordes, Andrew P. Monkman, Michael J. Ingleson, Eli Zysman-Colman
{"title":"A Terminal Carbazole Fused Ladder-Type B,N-Doped Multiresonant Thermally Activated Delayed Fluorescence Emitter: A Strategy for Deep-Blue Emission","authors":"Abhishek Kumar Gupta, Shantaram S. Kothavale, Aidan P. McKay, David B. Cordes, Andrew P. Monkman, Michael J. Ingleson, Eli Zysman-Colman","doi":"10.1002/ceur.70376","DOIUrl":"https://doi.org/10.1002/ceur.70376","url":null,"abstract":"<p>Attaining precise control of emission within the blue spectral region remains inherently challenging for ladder-type π-extended multiresonant thermally activated delayed fluorescent (MR-TADF) compounds, despite their many advantageous design features. Here, we aim to address the undesired redshifting of the emission in ladder-type MR-TADF compounds by incorporating terminal fused carbazoles. We report two MR-TADF compounds, <b>B2N3</b> and <b>B3N3</b>, the latter of which is a p- and n-doped heptacene polycyclic aromatic π-hydrocarbon (PAH), both of which contain fused carbazoles at both ends of the molecule. Relative to the previously reported MR-TADF compound <b><i>α</i>-3BNMes</b>, the emission of <b>B3N3</b> is blueshifted and narrower, emitting at <i>λ</i><sub>PL</sub> of 427 nm and having a full width at half maximum (FWHM) of 25 nm in toluene. In contrast, <b>B2N3</b>, which is more conformationally flexible, emits at <i>λ</i><sub>PL</sub> of 441 nm and has a FWHM of 32 nm in toluene. Sensitized organic light-emitting diodes (OLEDs) using <b>B2N3</b> and <b>B3N3</b> as terminal emitters showed EQE<sub>max</sub> of 12.8% and 10.7% emitting with CIE coordinates of (0.15, 0.10) and (0.16, 0.09), respectively.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70376","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258506","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Microhydration Affects the Competing Product Channels of Oxygen Anion Radical Reacting With Methyl Iodide in Gas Phase","authors":"Xulin Gong, Xiangyu Wu, Jing Xie","doi":"10.1002/ceur.70366","DOIUrl":"https://doi.org/10.1002/ceur.70366","url":null,"abstract":"<p>Oxygen anion O<sup>−</sup> is an important radical in atmospheric, combustion, and biological chemistry. How solvation affects its reaction with haloalkane remains elusive. Here, we report a quantum chemistry calculation on the potential energy profiles of microhydrated O<sup>−</sup>(H<sub>2</sub>O)<sub><i>n</i> = 0–3</sub> anions and methyl iodide in the gas phase. The reactive nature of O<sup>−</sup> leads to multiple product channels, including the halogen abstraction (XA), S<sub>N</sub>2, proton transfer (PT), hydrogen atom transfer (HAT) pathways, and three post-HAT pathways, namely the oxygen insertion (OxIn), HAT&PT, and HAT&XA pathways. Higher hydration levels increase both barriers and reaction enthalpies across pathways, but the differential shifts reorder the barrier heights. The OxIn pathway leading to CH<sub>2</sub>OH + I<sup>−</sup> is predicted to be the dominant product channel. This is in sharp contrast to conventional closed-shell ion reactions where the S<sub>N</sub>2 pathway prevails. Adding water molecules to O<sup>−</sup> leads to two exothermic S<sub>N</sub>2 products, CH<sub>3</sub>O and CH<sub>3</sub>OH + I<sup>−</sup>. Remarkably, the formed CH<sub>3</sub>O, CH<sub>2</sub>OH, and CH<sub>3</sub>OH species, with or without water molecules and I<sup>−</sup> ions, can convert to each other via proton and hydrogen atom transfer. This work elucidates how individual solvent molecules affect the competing radical ion–molecule pathways, offering mechanistic insights into radical-induced C─H bond activation in hydrocarbons.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70366","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258508","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Siebe Vanlommel, C. Vinod Chandran, Wim Temmerman, Dries Vandenabeele, Christine Kirschhock, Eric Breynaert, Toon Verstraelen, Veronique Van Speybroeck, Jelle Vekeman
{"title":"Hindered Dynamic Diversity: Nuclear Magnetic Resonance Investigation of Cation Species in Zeolite Growth Systems","authors":"Siebe Vanlommel, C. Vinod Chandran, Wim Temmerman, Dries Vandenabeele, Christine Kirschhock, Eric Breynaert, Toon Verstraelen, Veronique Van Speybroeck, Jelle Vekeman","doi":"10.1002/ceur.70378","DOIUrl":"https://doi.org/10.1002/ceur.70378","url":null,"abstract":"<p>Traditional zeolite growth systems are notoriously difficult to study because of their complex speciation and heterogeneity. Hydrated silicate ionic liquids (HSILs) represent an attractive alternative as they are homogeneous, exhibit equilibrium speciation at all times, and can form different zeolite topologies under milder conditions. Selection of the alkali cation type and water content in HSILs offers control over the zeolitic topology. This offers a pathway to link zeolite topology to the molecular speciation and kinetics of the growth liquid as a function of cation type and concentration. Previous studies have shown that sodium and cesium present extreme cases in a series of Na-, K-, Rb- and Cs-HSILs in terms of conductivity, viscosity, and molecular liquid structure. In this work, the local cationic environments of Na and Cs in HSILs at different concentrations are studied through an experimental–computational approach. Theoretical and experimental nuclear magnetic resonance spectroscopy combined with molecular dynamics simulations reveals a growing diversity in cation speciation and a strongly reduced mobility of species surrounding the cations when the cation concentration is increased.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70378","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258071","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Gefei Wang, Guillaume Chu, Abdel Aziz Wayzani, Franck Le Bideau, Alexandre Vasseur, Zakaria Halime, Christophe Werlé, Ibrahim Abdellah, Samir Messaoudi
{"title":"Direct Access to Alkyl Amide N-Glycosides via Transition-Metal-Free Visible-Light Carbonylation of Glycosylamines","authors":"Gefei Wang, Guillaume Chu, Abdel Aziz Wayzani, Franck Le Bideau, Alexandre Vasseur, Zakaria Halime, Christophe Werlé, Ibrahim Abdellah, Samir Messaoudi","doi":"10.1002/ceur.70379","DOIUrl":"https://doi.org/10.1002/ceur.70379","url":null,"abstract":"<p>Amide <i>N</i>-glycosides are privileged structural motifs found in glycoproteins, glycoconjugates, and numerous bioactive molecules, yet their preparation remains challenging because existing methods depend on hydrolytically sensitive intermediates or on forcing conditions that erode anomeric integrity. Herein, we report a transition-metal-free, visible-light-mediated carbonylative coupling of glycosylamines with unactivated alkyl iodides that provides a straightforward and stereoretentive route to structurally diverse alkyl amide <i>N</i>-glycosides. The transformation employs 4CzIPN as an inexpensive organic photocatalyst and SilaCOgen as a safer, bench-stable carbon monoxide surrogate. A broad range of mono-, di-, and oligosaccharide-derived glycosylamines, including anomeric and non-anomeric glucosamine derivatives and a glycosyl sulfoximine, undergo efficient carbonylation, and the isolated products were assigned with retention of the anomeric configuration. The protocol is compatible with primary, secondary, and tertiary alkyl iodides, tolerates esters, <i>N</i>-Boc and <i>N</i>-Cbz carbamates, a cyclic ketal, and an aryl ether, and enables the late-stage functionalization of complex natural-product-derived substrates. Its synthetic utility is further demonstrated by the direct incorporation of a <sup>13</sup>C-labeled carbonyl group, which delivers isotopically labeled amide <i>N</i>-glycosides with 99.4% isotopic incorporation. This operationally simple strategy expands the synthetic toolbox for amide <i>N</i>-glycoside synthesis and provides access to carbohydrate-based building blocks for glycochemistry and medicinal chemistry.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70379","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258072","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Computational Insights Into Hexafluoroisopropanol-Promoted Activator-Free Gold Catalysis and Ligand Reactivity Trends","authors":"Michele Tomasini, Steven P. Nolan, Albert Poater","doi":"10.1002/ceur.70371","DOIUrl":"https://doi.org/10.1002/ceur.70371","url":null,"abstract":"<p>Activator-free gold catalysis in hexafluoroisopropanol (HFIP) offers an operationally simple alternative to conventional silver-mediated activation of neutral [AuCl(L)] precatalysts, yet the molecular origins of catalytic efficiency remain poorly understood. Herein, a computational investigation of the cycloisomerization of <i>N</i>-propargyl benzamide is performed across the experimental catalyst library reported by Nolan and coworkers to elucidate the mechanistic role of HFIP and identify the factors governing reactivity. Two energetic descriptors were examined: the free energy associated with the formation of the gold–hexafluoroisopropoxide species and the cyclization transition-state energy TS<sub>cyc</sub>. While HFIP-mediated chloride substitution is energetically accessible across most systems, TS<sub>cyc</sub> values reveal stronger sensitivity to ligand environment and metal identity. Multivariate descriptor analysis, clustering, and principal component analysis demonstrate that catalytic behavior emerges from a nonadditive interplay between steric and electronic effects, with steric congestion representing the dominant source of variance.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70371","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149258257","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Julian Buchholz, Carla M. Stork, Avra Tzaguy, Thomas Weyhermüller, Volker Derdau, Philipp Schnieders, Roman Goy, Jan Schütz, Siegfried R. Waldvogel
{"title":"Direct Anodic Decarboxylative Alkylation Reaction to Pharmaceutically Relevant Quinones","authors":"Julian Buchholz, Carla M. Stork, Avra Tzaguy, Thomas Weyhermüller, Volker Derdau, Philipp Schnieders, Roman Goy, Jan Schütz, Siegfried R. Waldvogel","doi":"10.1002/ceur.70377","DOIUrl":"https://doi.org/10.1002/ceur.70377","url":null,"abstract":"<p>We report an electrochemical platform for the direct decarboxylative coupling of structurally diverse carboxylic acids with <i>para</i>-quinones, enabling a single-step approach to rapidly construct complex molecular architectures without pre-functionalization, stoichiometric oxidants, or metal salts. Radical intermediates generated through direct anodic oxidation of carboxylic acids mediate efficient C(sp<sup>3</sup>)─C(sp<sup>2</sup>) decarboxylative cross-coupling, thereby expanding the synthetic scope of electrochemical radical functionalization. The method demonstrates broad functional group tolerance across diverse carboxylic acids, with aromatic and aliphatic functionalization, and provides streamlined access to pharmaceutically relevant scaffolds, including antimalarial motifs and intermediates associated with east coast fever treatment. Additionally, the method was successfully scaled on a 2 g scale. In contrast to the majority of known procedures, this electrochemical approach preserves synthetically valuable halide substituents on the <i>para</i>-quinone core, including bromides, enabling further modification of the derived product. In addition, this protocol enables selective transfer of fully deuterated methyl groups from readily available acetic acid-<i>d</i><sub>4</sub> to pharmaceutically relevant target molecules while preserving the deuterium content, avoiding use of hazardous methylating reagents. As a representative application, the selectively deuterated antimalarial lead structure plasmidone-<i>d</i><sub>3</sub> was synthesized successfully in two electrochemical steps from commercially available starting materials. Mechanistic investigations support a proposed electrode surface-mediated stepwise E<sub>1</sub>C<sub>1</sub>C<sub>2</sub>E<sub>2</sub>C<sub>3</sub> pathway.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70377","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149205860","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sara Ebrahimi, Sadaf Khoomortezaei, Gayaneh Petrossian, Federico Ursino, Eric Quenneville, Fabio Cicoira
{"title":"EDOT-Acid Enables Stable PEDOT Coatings on Ni–P Electrodes Through Interfacial Molecular Interactions","authors":"Sara Ebrahimi, Sadaf Khoomortezaei, Gayaneh Petrossian, Federico Ursino, Eric Quenneville, Fabio Cicoira","doi":"10.1002/ceur.70372","DOIUrl":"https://doi.org/10.1002/ceur.70372","url":null,"abstract":"<p>The stability of conducting polymer coatings on metallic substrates is often limited by poor interfacial adhesion, which can lead to delamination and degradation of electrochemical performance. Here, we report low-impedance printed circuit board (PCB) electrodes based on electrodeposited poly(3,4-ethylenedioxythiophene) (PEDOT) coatings on gold and electroless nickel–phosphorus (Ni–P) substrates. While PEDOT is widely used to reduce electrode impedance, poor adhesion on metallic substrates, particularly Ni–P, limits coating stability and long-term performance. To address this limitation, we introduce an interfacial modification strategy based on EDOT-acid pretreatment, which acts as a molecular adhesion promoter between the metal surface and the electrodeposited PEDOT film. X-ray photoelectron spectroscopy (XPS) confirms the chemisorption of EDOT-acid on both Au and Ni–P surfaces through carboxylate bonding and metal–sulfur interactions. Atomic force microscopy force–displacement measurements reveal a substantial increase in local surface adhesion after EDOT-acid treatment, with adhesion forces increasing by approximately 2.5× on Au and nearly threefold on Ni–P substrates. Electrochemical measurements show that the PEDOT coatings significantly reduce electrode impedance and improve charge storage capacity. The EDOT-acid pretreatment enables stable PEDOT coatings that remain intact after prolonged sonication, particularly on Ni–P, supporting its use as a cost-effective alternative to gold.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70372","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149205530","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ophélie Montiège, Thomas Defuentes, Axelle Berrou, Charlotte Boullier, Frédéric Legros, Catherine Gaulon-Nourry, Anne-Sophie Castanet, Anne-Caroline Chany
{"title":"Total Synthesis of Chaxalactin B, a Rare 22-Membered Macrolactone","authors":"Ophélie Montiège, Thomas Defuentes, Axelle Berrou, Charlotte Boullier, Frédéric Legros, Catherine Gaulon-Nourry, Anne-Sophie Castanet, Anne-Caroline Chany","doi":"10.1002/ceur.70373","DOIUrl":"https://doi.org/10.1002/ceur.70373","url":null,"abstract":"<p>Chaxalactin B is a rare 22-membered antibacterial macrolactone isolated from the extremophilic bacterium <i>Streptomyces leeuwenhoekii</i> C34<sup>T</sup> collected in the Atacama Desert. Its highly functionalized carbon skeleton, featuring a challenging (<i>Z</i>/<i>E</i>)-diene, an all-<i>E</i> triene, and four contiguous stereogenic centers, makes it an attractive and challenging synthetic target. We report herein the first total synthesis of chaxalactin B, completed in 23 steps for the longest linear sequence. The synthesis relies on a convergent strategy involving the assembly of two main fragments: C1–C9 and C10–C25. Key features of this strategy include a highly diastereoselective Marshall propargylation to establish the C12–C13 stereocenters, efficient fragment assembly through cross-coupling reactions, and a late-stage Shiina macrolactonization to close the 22-membered macrolactone.</p>","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"4 10","pages":""},"PeriodicalIF":0.0,"publicationDate":"2026-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.70373","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149205531","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}