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Flow chemistry-enabled asymmetric synthesis of cyproterone acetate in a chemo-biocatalytic approach.
Nat Commun
January 2025
Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai, 200433, China.
Flow chemistry has many advantages over batch synthesis of organic small-molecules in terms of environmental compatibility, safety and synthetic efficiency when scale-up is considered. Herein, we report the 10-step chemo-biocatalytic continuous flow asymmetric synthesis of cyproterone acetate (4) in which 10 transformations are combined into a telescoped flow linear sequence from commercially available 4-androstene-3, 17-dione (11). This integrated one-flow synthesis features an engineered 3-ketosteroid-Δ-dehydrogenase (ReM2)-catalyzed Δ-dehydrogenation to form the C1, C2-double bond of A ring, a substrate-controlled Co-catalyzed Mukaiyama hydration of 9 to forge the crucial chiral C17α-OH group of D ring with excellent stereoselectivity, and a rapid flow Corey-Chaykovsky cyclopropanation of 7 to build the cyclopropyl core of A ring.
View Article and Find Full Text PDFAsymmetric PtO-O Dual Active Sites Induced by NbO Clusters Promotes CO Synergistical Oxidation.
Environ Sci Technol
January 2025
Faculty of Environmental Science and Engineering, Kunming University of Science and Technology, Kunming 650500, China.
Pt/CeO single-atom catalysts are attractive materials for CO oxidation but normally show poor activity below 150 °C mainly due to the unicity of the originally symmetric PtO structure. In this work, a highly active and stable Pt/CeO single-site catalyst with only 0.1 wt % Pt loading, achieving a satisfied complete conversion of CO at 150 °C, can be obtained through fabricating asymmetric PtO-oxygen vacancies (O) dual-active sites induced by well-dispersed NbO clusters.
View Article and Find Full Text PDFSelenium Nucleophilicity and Electrophilicity in the Intra- and Intermolecular SN2 Reactions of Selenenyl Sulfide Probes.
Chemistry
January 2025
University of Padova: Universita degli Studi di Padova, Dipartimento di Scienze Chimiche, Via Marzolo 1, 35131, Padova, ITALY.
Chalcogenide exchange reactions are an important class of bimolecular nucleophilic substitution reactions (SN2) involving sulfur and selenium species as nucleophile, central atom, and/or leaving group, which are fundamental throughout redox biology and metabolism. While thiol-disulfide exchange reactions have been deeply investigated, those involving selenium are less understood, especially with regards to the polarised selenenyl sulfides RSe-SR' even though the directed reactivity of selenenyl sulfides is biologically crucial for selenoenzymes such as thioredoxin reductase (TrxR) and glutathione peroxidase (GPx). Synthetic methods to create asymmetric selenenyl sulfides with high regiochemical purity only emerged over the last five years; this functional group has already demonstrated powerful applications to cell biology, through probes for molecular imaging (e.
View Article and Find Full Text PDFEnantioselective construction of silicon-stereogenic vinylsilanes from simple alkenes.
Nat Commun
January 2025
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Haihe Laboratory of Sustainable Chemical Transformations, Nankai University 94 Weijin Road, Tianjin, China.
The diverse utility of acyclic vinylsilanes has driven the interest in the synthesis of enantioenriched vinylsilanes bearing a Si-stereogenic center. However, the predominant approaches for catalytic asymmetric generation of Si-stereogenic vinylsilanes have mainly relied on transition metal-catalyzed reactions of alkynes with different silicon sources. Here we successfully realize the enantioselective synthesis of linear silicon-stereogenic vinylsilanes with good yields and enantiomeric ratios from simple alkenes under rhodium catalysis.
View Article and Find Full Text PDFElaborate Designed Three-Dimensional Hierarchical Conductive MOF/LDH/CF Nanoarchitectures for Superior Capacitive Deionization.
Angew Chem Int Ed Engl
January 2025
College of Ecological Environment and Urban Construction, Fujian University of Technology, Fuzhou, 350118, P. R. China.
Rational exploration of cost-effective, durable, and high-performance electrode materials is imperative for advancing the progress of capacitive deionization (CDI). The integration of multicomponent layered double hydroxides (LDHs) with conjugated conductive metal-organic frameworks (c-MOFs) to fabricate bifunctional heterostructure electrode materials is considered a complex but promising strategy. Herein, the fabrication of elaborately designed three-dimensional hierarchical conductive MOF/LDH/CF nanoarchitectures (M-CAT/LDH/CF) as CDI anodes via a controllable grafted-growth strategy is reported.
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