Article
Chemistry, Multidisciplinary
Kathryn Trentadue, Chia-Fu Chang, Ansel Nalin, Richard E. Taylor
Summary: The ambruticins, a family of anti-fungal natural products, are characterized by a divinylcyclopropane core adorned with a pair of pyran rings. The biosynthesis of these compounds involves a polyketide synthase pathway, with a diol intermediate known as ambruticin J. Researchers have reported the first enantioselective total synthesis of ambruticin J using a triply convergent synthetic route.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Biochemistry & Molecular Biology
Margherita De Rosa, Anna Verdino, Annunziata Soriente, Anna Marabotti
Summary: Beta-lactam antibiotics are a large family of compounds obtained through chemical modifications, with the potential for developing innovative antibiotics with broader spectrum of action.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Multidisciplinary
R. A. Kovalevsky, A. S. Kucherenko, S. G. Zlotin
Summary: A practical asymmetric synthesis method of (S)-forphenicinol, the active ingredient of immunomodulator and anticancer drug Forfenimex (R), from commercially available 2-hydroxy-dimethylterephthalate has been developed. The key steps of the synthesis involve a stereogenic-center-forming enantioselective organocatalytic Mannich reaction and oxidative transformation of the gamma-pyrone fragment, resulting in a significantly higher total yield compared to known methods.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Ajay Sharma, Satyendra Kumar Pandey
Summary: An efficient and concise organocatalyzed protecting-group free synthetic approach is described for synthesizing the stereoisomers of the antidepressant drug reboxetine. The synthesis involves organocatalytic Jorgensen asymmetric epoxidation, epoxide migration, and Mitsunobu inversion as key steps.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Zheng Huang, Xiang Ji, Jean-Philip Lumb
Summary: This discovery reveals the unexpected role of catechols as electrophiles in a formal nucleophilic aromatic substitution reaction. The transformation is proposed to proceed through a chain mechanism triggered by molecular oxygen.
Article
Chemistry, Organic
Shahid Khan, Junjie Zhang, Ajmal Khan
Summary: The first molybdenum-catalyzed highly regio- and enantioselective allylic amination of both aryl- and alkyl-substituted branched allylic carbonates has been developed. A wide variety of amines, including drugs and complex bioactive molecules, underwent successful amination with excellent reaction outcomes (up to 96% yield, >99% ee, and >20:1 b/l). The reaction could be scaled up and has been applied to the total synthesis of chiral drug molecule (S)-clopidogrel (Plavix).
Article
Astronomy & Astrophysics
Jeremy L. Tinker, Junzhi Cao, Mehmet Alpaslan, Joseph DeRose, Yao-Yuan Mao, Risa H. Wechsler
Summary: The total luminosity in satellite galaxies can effectively probe dark matter haloes around central galaxies, as it scales linearly with host halo mass and is sensitive to halo formation time. Probes of galaxy large-scale environment can break the degeneracy, and lower mass galaxies show equivalent L-sat values. This method provides a high signal-to-noise ratio measurement for galaxies expected to occupy haloes at <10^12 M⊙.
MONTHLY NOTICES OF THE ROYAL ASTRONOMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Yannick Linne, Elisa Bonandi, Christopher Tabet, Jan Geldsetzer, Markus Kalesse
Summary: The first total synthesis of chondrochloren A was achieved using a 1,2-metallate rearrangement addition as an alternative to the Nozaki-Hiyama-Kishi reaction. This approach not only overcomes the challenges of the polyketide segment but also provides a novel strategy for assembling polyketidal frameworks, utilizing a Z-selective cross coupling to form the Z-enamide.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Lisa-Catherine Rosenbaum, Maximilian Haefner, Tanja Gaich
Summary: A racemic and scalable enantioselective total synthesis of (+)-waihoensene was achieved, featuring an angular triquinane substructure with an all-cis-fused tetracyclic backbone and six contiguous stereocenters, four of which are quaternary. Enantioselectivity was introduced at an early stage, and key structural features were efficiently installed through several diastereoselective reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Multidisciplinary Sciences
Kyan A. D'Angelo, Carly K. Schissel, Bradley L. Pentelute, Mohammad Movassaghi
Summary: The study presents a concise total synthesis method for himastatin, a natural product with an unusual homodimeric structure. The final-stage dimerization strategy used in the synthesis was inspired by a detailed understanding of the compound's biogenesis. By combining this approach with a modular synthesis, a series of designed derivatives of himastatin, including synthetic probes to investigate its antibiotic activity, were efficiently accessed.
Article
Multidisciplinary Sciences
Fu-Rong Chen, Dirk Van Dyck, Christian Kisielowski, Lars P. Hansen, Bastian Barton, Stig Helveg
Summary: Advances in electron microscopy have allowed for visualization of 3D atom arrangements in nano-scale objects, with the ability to track single atoms in space and time being crucial. This study introduces an analytical approach to account for atom dynamics in 3D atomic-resolution imaging, showcasing the analysis on a Co-Mo-S nanocrystal achieving high resolution. The analysis reveals decay of phase image contrast towards the nanocrystal edges and meta-stable edge motifs with crystallographic dependence, explaining the effects of beam-stimulated vibrations on chemical transformations at catalytically relevant edges. This method enables recovery of pristine structures and understanding of heterogeneous chemical functionality in nanostructures.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Chi He, Yu Wang, Cheng Bi, David S. Peters, Timothy J. Gallagher, Johannes Teske, Jason S. Chen, Rachel Corsetti, Anthony D'Onofrio, Kim Lewis, Phil S. Baran
Summary: A modular total synthesis method for kibdelomycin has been disclosed, which allows for structure-activity relationship studies. This method uses simple building blocks and addresses lingering questions regarding its structural assignment and its relationship to amycolamicin. Initial antibacterial assays indicate that both C-22 epimers of the natural product exhibit similar activity, while structurally truncated analogs lose activity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Feng-Yuan Wang, Lei Jiao
Summary: An asymmetric total synthesis of cage-like indole alkaloid arborisidine is achieved using a new synthetic strategy that involves a catalytic parallel kinetic resolution based on ambident nucleophilicity of indole and a 5-exo-trig radical cyclization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Hao Yu, Zachary P. Sercel, Samir P. Rezgui, Jonathan Farhi, Scott C. Virgil, Brian M. Stoltz
Summary: This study describes a synthetic approach to aleutianamine and highlights its potent biological activity against human pancreatic cancer cells, making it a potential candidate for therapeutic development.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Vasil H. Vasilev, Lukas Spessert, Kuan Yu, Thomas J. Maimone
Summary: The large family of daphnane diterpene orthoesters (DDOs) represents a remarkable class of natural products both in terms of structure and function. They are potent lead compounds for the treatment of pain, neurodegeneration, HIV/AIDS, and cancer. However, the synthesis of DDO natural products remains rare.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)