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Templated Total Synthesis of Cu(I)-Methanobactin OB3b

Emilia Cupioli1, Frédéric J M Gaigne1, Anna Sachse1

  • 1Friedrich-Schiller-Universität, Institut für Organische Chemie und Makromolekulare Chemie, Humboldtstr. 10, 07743, Jena, Germany.

Angewandte Chemie (International Ed. in English)
|July 5, 2023
PubMed
Abstract

Keywords:
ChalkophoresHeterocyclesPeptidesSynthetic MethodsTotal Synthesis

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Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...