Legislative Documents

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Trifluoromethylation of Electron-Rich Alkenyl Iodides with Fluoroform-Derived “Ligandless” CuCF₃

We herein present a flexible approach for the incorporation of CF₃ units into a predefined site of electron-rich alkenes that exploits the regiocontrolled introduction of an iodine handle and subsequent trifluoromethylation of the C­(sp²)–I bond using fluoroform-derived “ligandless” CuCF₃. The broad substrate scope and functional group tolerance together with the scalability and purity of the resulting products enabled the controlled, late-stage synthesis of single regioisomers of complex CF₃-scaffolds, such as sugars, nucleosides (antivirals), and heterocycles (indoles and chromones), with potential for academic and industrial applications

Chemical Access to d‑Sarmentose Units Enables the Total Synthesis of Cardenolide Monoglycoside N‑1 from <i>Nerium oleander</i>

Herein we present a chemical approach for the ready preparation of d-sarmentosyl donors enabling the first total synthesis and structure validation of cardenolide N-1, a challenging 2,6-dideoxy-3-<i>O</i>-methyl-β-d-<i>xylo</i>-hexopyranoside extracted from <i>Nerium oleander</i> twigs that displays anti-inflammatory properties and cell growth inhibitory activity against tumor cells. The strategy highlights the synthetic value of the sequential methodology developed in our group for the synthesis of 2-deoxyglycosides. Key steps include Wittig–Horner olefination of a d-xylofuranose precursor, [I⁺]-induced 6-<i>endo</i> cyclization, and 1,2-<i>trans</i> stereoselective glycosylation

Chemical Access to d‑Sarmentose Units Enables the Total Synthesis of Cardenolide Monoglycoside N‑1 from <i>Nerium oleander</i>

Herein we present a chemical approach for the ready preparation of d-sarmentosyl donors enabling the first total synthesis and structure validation of cardenolide N-1, a challenging 2,6-dideoxy-3-<i>O</i>-methyl-β-d-<i>xylo</i>-hexopyranoside extracted from <i>Nerium oleander</i> twigs that displays anti-inflammatory properties and cell growth inhibitory activity against tumor cells. The strategy highlights the synthetic value of the sequential methodology developed in our group for the synthesis of 2-deoxyglycosides. Key steps include Wittig–Horner olefination of a d-xylofuranose precursor, [I⁺]-induced 6-<i>endo</i> cyclization, and 1,2-<i>trans</i> stereoselective glycosylation